DOI: 10.1002/aoc.3006. Synthesis of new iron–NHC complexes as catalysts for hydrosilylation reactions

Synthesis of new iron–NHC complexes as catalysts for hydrosilylation reactions

10.1002/aoc.3006

Crossref journal-article

Wiley

Applied Organometallic Chemistry (311)

Abstract

A series of new piano‐stool iron(II) complexes comprising N‐heterocyclic carbene ligands [Fe(Cp)(CO)2(NHC)]I (NHC = 1,3‐disubstituted imidazolidin‐2‐ylidene) have been synthesized and analyzed by 1H NMR, 13C NMR, IR, elemental analysis and mass spectrometric techniques. These compounds were easily prepared from the reaction of disubstituted imidazolidin‐2‐ylidene with [FeI(Cp)(CO)2] in toluene at room temperature. These complexes were tested in the catalytic hydrosilylation reaction of aldehydes and ketones with phenylsilane in solvent‐free conditions. After a basic hydrolysis step, the corresponding alcohols were obtained in good yields. Copyright © 2013 John Wiley & Sons, Ltd.

Bibliography

Demir, S., GÃ¶kÃ§e, Y., KaloÄlu, N., Sortais, J., Darcel, C., & Ãzdemir, Ä°. (2013). Synthesis of new ironâNHC complexes as catalysts for hydrosilylation reactions. Applied Organometallic Chemistry, 27(8), 459â464. Portico.

Authors 6

Serpil Demir (first)
Yasemin Gökçe (additional)
Nazan Kaloğlu (additional)
Jean‐Baptiste Sortais (additional)
Christophe Darcel (additional)
İsmail Özdemir (additional)

References 112 Referenced 33

10.1021/cr068006f
10.1021/cr000666b
10.1021/cr900239n
10.1021/ar9002625
10.1021/cr068434l
10.1002/anie.200604335
10.1021/cr040664h
10.1002/9783527623273
10.1039/b801794h
10.1002/cssc.200900055
10.1021/ar800039x
10.1002/9783527623273.ch6
10.1002/anie.200503274
10.1002/9783527623273.ch7
10.1039/c0cc05733a
10.1039/c1ra00476j
10.1039/b806837m
10.1002/cssc.200800071
10.1002/9783527623273.ch3
10.1021/cr100198w
10.1021/ja0777180
10.1021/ol051048q
10.1021/ol2009939
10.1002/9783527631582.ch5
10.1021/cr940472u
10.1002/1521-3773(20020415)41:8<1290::AID-ANIE1290>3.0.CO;2-Y
10.1016/j.ccr.2004.04.014
10.1016/j.ccr.2004.05.013
10.1016/j.ccr.2006.08.001
10.1016/j.ccr.2006.06.008
10.1021/ar8000876
10.1021/cr900074m
10.1016/j.ccr.2009.07.019
10.1002/ejic.200801095
10.1021/cr8005087
10.1039/B415562A
10.1039/b907141p
10.1007/s11434-007-0477-5
10.1021/om060637c
10.1039/b907018d
10.1039/b516328e
10.1021/ja804296t
10.1039/c2cc18021a
10.1002/adsc.201200666
10.1039/b003957h
10.1016/S0022-328X(00)00713-0
10.1021/om049246t
10.1002/anie.200800600
10.1021/om0341911
10.1002/anie.200901850
10.1021/om2010673
10.1021/om034056o
b) see ref. 16f;
10.1021/om060637c
10.1016/S0022-328X(01)01307-9
{'key': 'e_1_2_6_26_1', 'first-page': '109', 'volume-title': 'Modern Reduction Methods', 'author': 'Hedberg C.', 'year': '2008'} / Modern Reduction Methods by Hedberg C. (2008)
{'key': 'e_1_2_6_26_2', 'volume-title': 'Handbook of Homogeneous Hydrogenation', 'author': 'Vries J. G.', 'year': '2007'} / Handbook of Homogeneous Hydrogenation by Vries J. G. (2007)
10.1002/9783527622115.ch8
{'key': 'e_1_2_6_27_2', 'first-page': '182', 'volume-title': 'Transition Metals for Organic Synthesis', 'author': 'Nishiyama H.', 'year': '2004'} / Transition Metals for Organic Synthesis by Nishiyama H. (2004)
10.1016/0022-328X(90)87254-B
10.1002/anie.199011311
10.1016/0022-328X(91)86067-Z
10.1016/0022-328X(92)80027-U
10.1021/ol7021802
10.1039/B617388H
10.1016/j.tetlet.2008.09.001
10.1002/anie.200705624
10.1021/ol800906b
10.1002/anie.200801150
10.1021/ja800983n
10.1002/chem.200903118
10.1002/anie.201005363
10.1002/anie.201005055
10.1002/asia.201000064
10.1002/adsc.201000676
10.1002/ejoc.201100717
10.1021/om2005589
10.1002/ejoc.201100550
10.1021/om300298q
10.1016/j.ica.2011.10.048
10.1021/om3012085
10.1021/om100246j
10.1039/c2cc31564e
10.1002/adsc.201000781
10.1002/ejic.201100762
10.1039/C1CC14403K
10.1002/adsc.201200087
10.1002/aoc.1832
10.1002/adsc.201100606
10.1002/ejoc.201300010
10.1021/om049132h
10.1021/ja104135x
10.1126/science.1178919
10.1021/om2000663
10.1021/om100482w
10.1021/om200951m
10.1039/c1cc14576b
10.1002/chem.200900027
10.1021/om200605b
10.1002/ange.200901850
10.1039/c0cc05260d
10.1002/ejic.201000467
10.1002/aoc.793
10.1016/j.molcata.2003.08.002
10.1016/j.jorganchem.2009.08.030
10.1002/jhet.48
10.1002/ejoc.200800007
10.1081/SCC-120018935
10.1039/c2gc00006g
10.1039/b706167f
10.1186/1860-5397-2-15
{'key': 'e_1_2_6_43_5', 'first-page': '18', 'volume': '73', 'author': 'Kawai S.', 'year': '1986', 'journal-title': 'Wood Res.'} / Wood Res. by Kawai S. (1986)

Dates

Type	When
Created	12 years, 1 month ago (July 19, 2013, 5:28 a.m.)
Deposited	1 year, 11 months ago (Oct. 6, 2023, 4:12 p.m.)
Indexed	2 months, 1 week ago (June 30, 2025, 8:10 a.m.)
Issued	12 years, 1 month ago (July 19, 2013)
Published	12 years, 1 month ago (July 19, 2013)
Published Online	12 years, 1 month ago (July 19, 2013)
Published Print	12 years, 1 month ago (Aug. 1, 2013)

Funders 1

CNRS
Awards1
1. 210T051

BibTeX

@article{Demir_2013, title={Synthesis of new iron–NHC complexes as catalysts for hydrosilylation reactions}, volume={27}, ISSN={1099-0739}, url={http://dx.doi.org/10.1002/aoc.3006}, DOI={10.1002/aoc.3006}, number={8}, journal={Applied Organometallic Chemistry}, publisher={Wiley}, author={Demir, Serpil and Gökçe, Yasemin and Kaloğlu, Nazan and Sortais, Jean‐Baptiste and Darcel, Christophe and Özdemir, İsmail}, year={2013}, month=jul, pages={459–464} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2025,
        6,
        30
      ]
    ],
    "date-time": "2025-06-30T12:10:27Z",
    "timestamp": 1751285427623
  },
  "reference-count": 112,
  "publisher": "Wiley",
  "issue": "8",
  "license": [
    {
      "start": {
        "date-parts": [
          [
            2013,
            7,
            19
          ]
        ],
        "date-time": "2013-07-19T00:00:00Z",
        "timestamp": 1374192000000
      },
      "content-version": "vor",
      "delay-in-days": 0,
      "URL": "http://onlinelibrary.wiley.com/termsAndConditions#vor"
    }
  ],
  "funder": [
    {
      "name": "CNRS",
      "award": [
        "210T051"
      ]
    }
  ],
  "content-domain": {
    "domain": [],
    "crossmark-restriction": false
  },
  "published-print": {
    "date-parts": [
      [
        2013,
        8
      ]
    ]
  },
  "abstract": "<jats:p>A series of new piano\u2010stool iron(II) complexes comprising <jats:italic>N</jats:italic>\u2010heterocyclic carbene ligands [Fe(Cp)(CO)<jats:sub>2</jats:sub>(NHC)]I (NHC = 1,3\u2010disubstituted imidazolidin\u20102\u2010ylidene) have been synthesized and analyzed by <jats:sup>1</jats:sup>H NMR, <jats:sup>13</jats:sup>C NMR, IR, elemental analysis and mass spectrometric techniques. These compounds were easily prepared from the reaction of disubstituted imidazolidin\u20102\u2010ylidene with [FeI(Cp)(CO)<jats:sub>2</jats:sub>] in toluene at room temperature. These complexes were tested in the catalytic hydrosilylation reaction of aldehydes and ketones with phenylsilane in solvent\u2010free conditions. After a basic hydrolysis step, the corresponding alcohols were obtained in good yields. Copyright \u00a9 2013 John Wiley &amp; Sons, Ltd.</jats:p>",
  "DOI": "10.1002/aoc.3006",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2013,
        7,
        19
      ]
    ],
    "date-time": "2013-07-19T09:28:42Z",
    "timestamp": 1374226122000
  },
  "page": "459-464",
  "source": "Crossref",
  "is-referenced-by-count": 33,
  "title": "Synthesis of new iron\u2013NHC complexes as catalysts for hydrosilylation reactions",
  "prefix": "10.1002",
  "volume": "27",
  "author": [
    {
      "given": "Serpil",
      "family": "Demir",
      "sequence": "first",
      "affiliation": [
        {
          "name": "Department of Chemistry, Faculty of Science and Art In\u00f6n\u00fc University  44280 Malatya Turkey"
        }
      ]
    },
    {
      "given": "Yasemin",
      "family": "G\u00f6k\u00e7e",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Department of Chemistry, Faculty of Science and Art In\u00f6n\u00fc University  44280 Malatya Turkey"
        }
      ]
    },
    {
      "given": "Nazan",
      "family": "Kalo\u011flu",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Department of Chemistry, Faculty of Science and Art In\u00f6n\u00fc University  44280 Malatya Turkey"
        }
      ]
    },
    {
      "given": "Jean\u2010Baptiste",
      "family": "Sortais",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Centre of Catalysis and Green Chemistry, Institut des Sciences Chimiques de Rennes Universit\u00e9 de Rennes 1 (UMR 6226 CNRS)  35042 Rennes Cedex France"
        }
      ]
    },
    {
      "given": "Christophe",
      "family": "Darcel",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Centre of Catalysis and Green Chemistry, Institut des Sciences Chimiques de Rennes Universit\u00e9 de Rennes 1 (UMR 6226 CNRS)  35042 Rennes Cedex France"
        }
      ]
    },
    {
      "given": "\u0130smail",
      "family": "\u00d6zdemir",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Department of Chemistry, Faculty of Science and Art In\u00f6n\u00fc University  44280 Malatya Turkey"
        }
      ]
    }
  ],
  "member": "311",
  "published-online": {
    "date-parts": [
      [
        2013,
        7,
        19
      ]
    ]
  },
  "reference": [
    {
      "key": "e_1_2_6_2_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr068006f"
    },
    {
      "key": "e_1_2_6_3_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr000666b"
    },
    {
      "key": "e_1_2_6_4_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr900239n"
    },
    {
      "key": "e_1_2_6_5_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ar9002625"
    },
    {
      "key": "e_1_2_6_6_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr068434l"
    },
    {
      "key": "e_1_2_6_7_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200604335"
    },
    {
      "key": "e_1_2_6_8_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr040664h"
    },
    {
      "key": "e_1_2_6_8_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/9783527623273"
    },
    {
      "key": "e_1_2_6_8_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b801794h"
    },
    {
      "key": "e_1_2_6_9_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/cssc.200900055"
    },
    {
      "key": "e_1_2_6_9_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ar800039x"
    },
    {
      "key": "e_1_2_6_10_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/9783527623273.ch6"
    },
    {
      "key": "e_1_2_6_10_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200503274"
    },
    {
      "key": "e_1_2_6_10_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/9783527623273.ch7"
    },
    {
      "key": "e_1_2_6_11_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c0cc05733a"
    },
    {
      "key": "e_1_2_6_11_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c1ra00476j"
    },
    {
      "key": "e_1_2_6_11_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b806837m"
    },
    {
      "key": "e_1_2_6_11_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/cssc.200800071"
    },
    {
      "key": "e_1_2_6_12_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/9783527623273.ch3"
    },
    {
      "key": "e_1_2_6_13_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr100198w"
    },
    {
      "key": "e_1_2_6_14_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja0777180"
    },
    {
      "key": "e_1_2_6_14_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ol051048q"
    },
    {
      "key": "e_1_2_6_14_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ol2009939"
    },
    {
      "key": "e_1_2_6_15_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/9783527631582.ch5"
    },
    {
      "key": "e_1_2_6_16_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr940472u"
    },
    {
      "key": "e_1_2_6_16_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/1521-3773(20020415)41:8<1290::AID-ANIE1290>3.0.CO;2-Y"
    },
    {
      "key": "e_1_2_6_16_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.ccr.2004.04.014"
    },
    {
      "key": "e_1_2_6_16_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.ccr.2004.05.013"
    },
    {
      "key": "e_1_2_6_16_5",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.ccr.2006.08.001"
    },
    {
      "key": "e_1_2_6_16_6",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.ccr.2006.06.008"
    },
    {
      "key": "e_1_2_6_16_7",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ar8000876"
    },
    {
      "key": "e_1_2_6_16_8",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr900074m"
    },
    {
      "key": "e_1_2_6_16_9",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.ccr.2009.07.019"
    },
    {
      "key": "e_1_2_6_16_10",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ejic.200801095"
    },
    {
      "key": "e_1_2_6_16_11",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr8005087"
    },
    {
      "key": "e_1_2_6_17_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/B415562A"
    },
    {
      "key": "e_1_2_6_17_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b907141p"
    },
    {
      "key": "e_1_2_6_17_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1007/s11434-007-0477-5"
    },
    {
      "key": "e_1_2_6_17_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om060637c"
    },
    {
      "key": "e_1_2_6_17_5",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b907018d"
    },
    {
      "key": "e_1_2_6_17_6",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b516328e"
    },
    {
      "key": "e_1_2_6_17_7",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja804296t"
    },
    {
      "key": "e_1_2_6_17_8",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c2cc18021a"
    },
    {
      "key": "e_1_2_6_18_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/adsc.201200666"
    },
    {
      "key": "e_1_2_6_19_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b003957h"
    },
    {
      "key": "e_1_2_6_20_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/S0022-328X(00)00713-0"
    },
    {
      "key": "e_1_2_6_21_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om049246t"
    },
    {
      "key": "e_1_2_6_22_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200800600"
    },
    {
      "key": "e_1_2_6_23_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om0341911"
    },
    {
      "key": "e_1_2_6_23_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200901850"
    },
    {
      "key": "e_1_2_6_23_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om2010673"
    },
    {
      "key": "e_1_2_6_24_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om034056o"
    },
    {
      "key": "e_1_2_6_24_2",
      "unstructured": "b) see ref. 16f;"
    },
    {
      "key": "e_1_2_6_24_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om060637c"
    },
    {
      "key": "e_1_2_6_25_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/S0022-328X(01)01307-9"
    },
    {
      "key": "e_1_2_6_26_1",
      "first-page": "109",
      "volume-title": "Modern Reduction Methods",
      "author": "Hedberg C.",
      "year": "2008"
    },
    {
      "key": "e_1_2_6_26_2",
      "volume-title": "Handbook of Homogeneous Hydrogenation",
      "author": "Vries J. G.",
      "year": "2007"
    },
    {
      "key": "e_1_2_6_27_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/9783527622115.ch8"
    },
    {
      "key": "e_1_2_6_27_2",
      "first-page": "182",
      "volume-title": "Transition Metals for Organic Synthesis",
      "author": "Nishiyama H.",
      "year": "2004"
    },
    {
      "key": "e_1_2_6_28_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0022-328X(90)87254-B"
    },
    {
      "key": "e_1_2_6_28_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.199011311"
    },
    {
      "key": "e_1_2_6_28_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0022-328X(91)86067-Z"
    },
    {
      "key": "e_1_2_6_28_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0022-328X(92)80027-U"
    },
    {
      "key": "e_1_2_6_29_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ol7021802"
    },
    {
      "key": "e_1_2_6_30_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/B617388H"
    },
    {
      "key": "e_1_2_6_31_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.tetlet.2008.09.001"
    },
    {
      "key": "e_1_2_6_31_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200705624"
    },
    {
      "key": "e_1_2_6_31_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ol800906b"
    },
    {
      "key": "e_1_2_6_31_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200801150"
    },
    {
      "key": "e_1_2_6_31_5",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja800983n"
    },
    {
      "key": "e_1_2_6_31_6",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/chem.200903118"
    },
    {
      "key": "e_1_2_6_31_7",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.201005363"
    },
    {
      "key": "e_1_2_6_31_8",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.201005055"
    },
    {
      "key": "e_1_2_6_31_9",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/asia.201000064"
    },
    {
      "key": "e_1_2_6_31_10",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/adsc.201000676"
    },
    {
      "key": "e_1_2_6_31_11",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ejoc.201100717"
    },
    {
      "key": "e_1_2_6_31_12",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om2005589"
    },
    {
      "key": "e_1_2_6_31_13",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ejoc.201100550"
    },
    {
      "key": "e_1_2_6_31_14",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om300298q"
    },
    {
      "key": "e_1_2_6_31_15",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.ica.2011.10.048"
    },
    {
      "key": "e_1_2_6_31_16",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om3012085"
    },
    {
      "key": "e_1_2_6_32_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om100246j"
    },
    {
      "key": "e_1_2_6_32_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c2cc31564e"
    },
    {
      "key": "e_1_2_6_33_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/adsc.201000781"
    },
    {
      "key": "e_1_2_6_33_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ejic.201100762"
    },
    {
      "key": "e_1_2_6_34_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/C1CC14403K"
    },
    {
      "key": "e_1_2_6_35_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/adsc.201200087"
    },
    {
      "key": "e_1_2_6_36_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/aoc.1832"
    },
    {
      "key": "e_1_2_6_36_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/adsc.201100606"
    },
    {
      "key": "e_1_2_6_36_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ejoc.201300010"
    },
    {
      "key": "e_1_2_6_37_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om049132h"
    },
    {
      "key": "e_1_2_6_37_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja104135x"
    },
    {
      "key": "e_1_2_6_37_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1126/science.1178919"
    },
    {
      "key": "e_1_2_6_37_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om2000663"
    },
    {
      "key": "e_1_2_6_37_5",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om100482w"
    },
    {
      "key": "e_1_2_6_38_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om200951m"
    },
    {
      "key": "e_1_2_6_38_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c1cc14576b"
    },
    {
      "key": "e_1_2_6_38_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/chem.200900027"
    },
    {
      "key": "e_1_2_6_38_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/om200605b"
    },
    {
      "key": "e_1_2_6_39_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.200901850"
    },
    {
      "key": "e_1_2_6_40_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c0cc05260d"
    },
    {
      "key": "e_1_2_6_41_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ejic.201000467"
    },
    {
      "key": "e_1_2_6_42_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/aoc.793"
    },
    {
      "key": "e_1_2_6_42_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.molcata.2003.08.002"
    },
    {
      "key": "e_1_2_6_42_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.jorganchem.2009.08.030"
    },
    {
      "key": "e_1_2_6_42_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/jhet.48"
    },
    {
      "key": "e_1_2_6_42_5",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ejoc.200800007"
    },
    {
      "key": "e_1_2_6_43_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1081/SCC-120018935"
    },
    {
      "key": "e_1_2_6_43_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c2gc00006g"
    },
    {
      "key": "e_1_2_6_43_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b706167f"
    },
    {
      "key": "e_1_2_6_43_4",
      "doi-asserted-by": "publisher",
      "DOI": "10.1186/1860-5397-2-15"
    },
    {
      "key": "e_1_2_6_43_5",
      "first-page": "18",
      "volume": "73",
      "author": "Kawai S.",
      "year": "1986",
      "journal-title": "Wood Res."
    }
  ],
  "container-title": "Applied Organometallic Chemistry",
  "original-title": [],
  "language": "en",
  "link": [
    {
      "URL": "https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Faoc.3006",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Faoc.3006",
      "content-type": "application/pdf",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://onlinelibrary.wiley.com/doi/pdf/10.1002/aoc.3006",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "similarity-checking"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2023,
        10,
        6
      ]
    ],
    "date-time": "2023-10-06T20:12:00Z",
    "timestamp": 1696623120000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://onlinelibrary.wiley.com/doi/10.1002/aoc.3006"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        2013,
        7,
        19
      ]
    ]
  },
  "references-count": 112,
  "journal-issue": {
    "issue": "8",
    "published-print": {
      "date-parts": [
        [
          2013,
          8
        ]
      ]
    }
  },
  "alternative-id": [
    "10.1002/aoc.3006"
  ],
  "URL": "http://dx.doi.org/10.1002/aoc.3006",
  "relation": {},
  "ISSN": [
    "0268-2605",
    "1099-0739"
  ],
  "subject": [],
  "container-title-short": "Applied Organom Chemis",
  "published": {
    "date-parts": [
      [
        2013,
        7,
        19
      ]
    ]
  }
}