DOI: 10.1021/ol015573a. A Theoretical Prediction of Potentially Observable Lithium Compounds with Planar Tetracoordinate Carbons

A Theoretical Prediction of Potentially Observable Lithium Compounds with Planar Tetracoordinate Carbons

10.1021/ol015573a

Crossref journal-article

American Chemical Society (ACS)

Organic Letters (316)

Bibliography

Wang, Z.-X., Manojkumar, T. K., Wannere, C., & Schleyer, P. von R. (2001). A Theoretical Prediction of Potentially Observable Lithium Compounds with Planar Tetracoordinate Carbons. Organic Letters, 3(9), 1249â1252.

Authors 4

Zhi-Xiang Wang (first)
Thanathu Krishnan Manojkumar (additional)
Chaitanya Wannere (additional)
Paul von Ragué Schleyer (additional)

References 38 Referenced 43

10.1021/ja00434a001 / J. Am. Chem. Soc. by Collins J. B. (1976)
10.1021/ja00719a044 / J. Am. Chem. Soc. by Hoffmann R. (1970)
10.1016/0166-1280(95)04233-V / J. Mol. Struct. (Theochem) by Recent (1995)
{'key': 'ol015573ab00004/ol015573ab00004_1', 'first-page': '1', 'volume-title': 'A Theoretical and Experimental Overview', 'author': 'Review', 'year': '1994'} / A Theoretical and Experimental Overview by Review (1994)
10.1039/C39810000579 / J. Chem. Soc., Chem. Commun. by Clark T. (1981)
10.1063/1.443855 / J. Chem. Phys. by Vincent M. A. (1982)
(c) Schleyer, P.v. R.Pure Appl. Chem.1984,56, 151, (10.1351/pac198456010151)
All calculations were carried out using the GAUSSIAN 98 program.7Geometries were optimized initially and characterized by frequency calculations at B3LYP/6-31G* and were then refined and further characterized at B3LYP/6-311+G**. Wave function stability checks were carried out at B3LYP/6-311+G**. Nucleus independent chemical shift (NICS) criterion8was used to probe aromaticity. NICS values were computed using the gauge-individual atomic orbital (GIAO) method at B3LYP/6-311+G**.
{'volume-title': 'Gaussian 98, revision A.5', 'year': '1998', 'author': 'Frisch M. J.', 'key': 'ol015573ab00007/ol015573ab00007_1'} / Gaussian 98, revision A.5 by Frisch M. J. (1998)
10.1021/ja960582d / J. Am. Chem. Soc. by Schleyer P.v. R. (1996)
At B3LYP/6-311+G**, the smallest frequencies of1,2,5,6,7, and8are 220.9, 101.7, 168.6, 183.0, 160.7, and 128.9 cm-1, respectively.
10.1016/S0009-2614(98)00976-2 / Chem. Phys. Lett. by Koupt J. (1998)
10.1016/S0301-0104(97)00175-4 / Chem. Phys. by Jabs W. (1997)
10.1006/jmsp.1995.1074 / J. Mol. Spectrosc. by Wagener V. (1995)
10.1006/jmsp.1993.1273 / J. Mol. Spectrosc. by Pracna P. (1993)
10.1039/F29888401341 / J. Chem. Soc., Faraday Trans. 2 by Winnewisser M. (1988)
10.1016/0009-2614(86)80027-6 / Chem. Phys. Lett. by Birk M. (1986)
10.1021/jo00099a021 / J. Org. Chem. by For (1994)
{'key': 'ol015573ab00012/ol015573ab00012_1', 'first-page': '89', 'volume-title': 'A Theoretical and Experimental Overview', 'author': 'Manceron L.', 'year': '1994'} / A Theoretical and Experimental Overview by Manceron L. (1994)
10.1039/C39910001536 / J. Chem. Soc. Chem., Commun. by Schleyer P. v. R. (1991)
10.1021/ja981236u / J. Am. Chem. Soc. by Boldyrev A. I. (1998)
10.1021/ja9906204 / J. Am. Chem. Soc. by Li X. (1999)
10.1002/1521-3773(20001016)39:20<3630::AID-ANIE3630>3.0.CO;2-R / Angew. Chem., Int. Ed. by Li X. (2000)
10.1021/ar950192g / Acc. Chem. Res. by Haff M. (2000)
10.1021/ja00061a037 / J. Am. Chem. Soc. by McGrath M. P. (1993)
10.1351/pac199870101977 / Pure Appl. Chem. by Radom L. (1998)
10.1021/ja0038272 / J. Am. Chem. Soc. by Wang Z.-X. (2001)
{'key': 'ol015573ab00018/ol015573ab00018_1', 'volume': '124', 'author': 'Schoeller W. W.', 'year': '1980', 'journal-title': 'J. Chem. Soc., Chem. Commun.'} / J. Chem. Soc., Chem. Commun. by Schoeller W. W. (1980)
10.1021/cr940472u / Chem. Rev. by Bourissou D. (2000)
10.1021/ja9523294 / J. Am. Chem. Soc. by Heinemann C. (1996)
10.1021/ja9527075 / J. Am. Chem. Soc. by Boehme C. (1996)
10.1021/ja00001a054 / J. Am. Chem. Soc. by Arduengo A. J. (1991)
10.1021/ja9719135 / J. Am. Chem. Soc. by Schleyer P. v. R. (1997)
10.1016/S0022-328X(00)90872-6 / J. Organomet. Chem. by Jemmis E. D. (1978)
10.1002/anie.199504871 / Angew. Chem., Int. Ed. Engl. by Boche G. (1995)
10.1002/cber.19971300908 / Chem. Ber. by Hilf C. (1997)
10.1002/cber.19971300908 / Chem. Ber. by Hilf C. (1997)
10.1039/c39810000260 / J. Chem. Soc., Chem. Commun. by Chandrasekhar J. (1981)

Dates

Type	When
Created	23 years ago (July 26, 2002, 12:56 a.m.)
Deposited	2 years, 5 months ago (March 13, 2023, 5:59 p.m.)
Indexed	3 months, 2 weeks ago (May 9, 2025, 12:24 p.m.)
Issued	24 years, 4 months ago (April 6, 2001)
Published	24 years, 4 months ago (April 6, 2001)
Published Online	24 years, 4 months ago (April 6, 2001)
Published Print	24 years, 3 months ago (May 1, 2001)

Funders 0

None

BibTeX

@article{Wang_2001, title={A Theoretical Prediction of Potentially Observable Lithium Compounds with Planar Tetracoordinate Carbons}, volume={3}, ISSN={1523-7052}, url={http://dx.doi.org/10.1021/ol015573a}, DOI={10.1021/ol015573a}, number={9}, journal={Organic Letters}, publisher={American Chemical Society (ACS)}, author={Wang, Zhi-Xiang and Manojkumar, Thanathu Krishnan and Wannere, Chaitanya and Schleyer, Paul von Ragué}, year={2001}, month=apr, pages={1249–1252} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2025,
        5,
        9
      ]
    ],
    "date-time": "2025-05-09T16:24:36Z",
    "timestamp": 1746807876413,
    "version": "3.40.5"
  },
  "reference-count": 38,
  "publisher": "American Chemical Society (ACS)",
  "issue": "9",
  "content-domain": {
    "domain": [],
    "crossmark-restriction": false
  },
  "published-print": {
    "date-parts": [
      [
        2001,
        5,
        1
      ]
    ]
  },
  "DOI": "10.1021/ol015573a",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2002,
        7,
        26
      ]
    ],
    "date-time": "2002-07-26T04:56:38Z",
    "timestamp": 1027659398000
  },
  "page": "1249-1252",
  "source": "Crossref",
  "is-referenced-by-count": 43,
  "title": "A Theoretical Prediction of Potentially Observable Lithium Compounds with Planar Tetracoordinate Carbons",
  "prefix": "10.1021",
  "volume": "3",
  "author": [
    {
      "given": "Zhi-Xiang",
      "family": "Wang",
      "sequence": "first",
      "affiliation": [
        {
          "name": "Computational Chemistry Annex, Department of Chemistry, University of Georgia, Athens, Georgia 30602-2525, and Regional Sophisticated Instrumentation Center, Indian Institute of Technology, Madras, Chennai, Tamil Nadu, India 600 036"
        }
      ]
    },
    {
      "given": "Thanathu Krishnan",
      "family": "Manojkumar",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Computational Chemistry Annex, Department of Chemistry, University of Georgia, Athens, Georgia 30602-2525, and Regional Sophisticated Instrumentation Center, Indian Institute of Technology, Madras, Chennai, Tamil Nadu, India 600 036"
        }
      ]
    },
    {
      "given": "Chaitanya",
      "family": "Wannere",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Computational Chemistry Annex, Department of Chemistry, University of Georgia, Athens, Georgia 30602-2525, and Regional Sophisticated Instrumentation Center, Indian Institute of Technology, Madras, Chennai, Tamil Nadu, India 600 036"
        }
      ]
    },
    {
      "given": "Paul von Ragu\u00e9",
      "family": "Schleyer",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Computational Chemistry Annex, Department of Chemistry, University of Georgia, Athens, Georgia 30602-2525, and Regional Sophisticated Instrumentation Center, Indian Institute of Technology, Madras, Chennai, Tamil Nadu, India 600 036"
        }
      ]
    }
  ],
  "member": "316",
  "published-online": {
    "date-parts": [
      [
        2001,
        4,
        6
      ]
    ]
  },
  "reference": [
    {
      "key": "ol015573ab00001/ol015573ab00001_1",
      "doi-asserted-by": "crossref",
      "first-page": "5419",
      "DOI": "10.1021/ja00434a001",
      "volume": "98",
      "author": "Collins J. B.",
      "year": "1976",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00002/ol015573ab00002_1",
      "doi-asserted-by": "crossref",
      "first-page": "4992",
      "DOI": "10.1021/ja00719a044",
      "volume": "92",
      "author": "Hoffmann R.",
      "year": "1970",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00003/ol015573ab00003_1",
      "doi-asserted-by": "crossref",
      "first-page": "317",
      "DOI": "10.1016/0166-1280(95)04233-V",
      "volume": "338",
      "author": "Recent",
      "year": "1995",
      "journal-title": "J. Mol. Struct. (Theochem)"
    },
    {
      "key": "ol015573ab00004/ol015573ab00004_1",
      "first-page": "1",
      "volume-title": "A Theoretical and Experimental Overview",
      "author": "Review",
      "year": "1994"
    },
    {
      "key": "ol015573ab00005/ol015573ab00005_1",
      "doi-asserted-by": "crossref",
      "first-page": "579",
      "DOI": "10.1039/C39810000579",
      "author": "Clark T.",
      "year": "1981",
      "journal-title": "J. Chem. Soc., Chem. Commun."
    },
    {
      "key": "ol015573ab00005/ol015573ab00005_2",
      "doi-asserted-by": "crossref",
      "first-page": "6103",
      "DOI": "10.1063/1.443855",
      "volume": "77",
      "author": "Vincent M. A.",
      "year": "1982",
      "journal-title": "J. Chem. Phys."
    },
    {
      "key": "ol015573ab00005/ol015573ab00005_3",
      "doi-asserted-by": "crossref",
      "unstructured": "(c) Schleyer, P.v. R.Pure Appl. Chem.1984,56, 151,",
      "DOI": "10.1351/pac198456010151"
    },
    {
      "key": "ol015573ab00006/ol015573ab00006_1",
      "unstructured": "All calculations were carried out using the GAUSSIAN 98 program.7Geometries were optimized initially and characterized by frequency calculations at B3LYP/6-31G* and were then refined and further characterized at B3LYP/6-311+G**. Wave function stability checks were carried out at B3LYP/6-311+G**. Nucleus independent chemical shift (NICS) criterion8was used to probe aromaticity. NICS values were computed using the gauge-individual atomic orbital (GIAO) method at B3LYP/6-311+G**."
    },
    {
      "volume-title": "Gaussian 98, revision A.5",
      "year": "1998",
      "author": "Frisch M. J.",
      "key": "ol015573ab00007/ol015573ab00007_1"
    },
    {
      "key": "ol015573ab00008/ol015573ab00008_1",
      "doi-asserted-by": "crossref",
      "first-page": "6317",
      "DOI": "10.1021/ja960582d",
      "volume": "118",
      "author": "Schleyer P.v. R.",
      "year": "1996",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00009/ol015573ab00009_1",
      "unstructured": "At B3LYP/6-311+G**, the smallest frequencies of1,2,5,6,7, and8are 220.9, 101.7, 168.6, 183.0, 160.7, and 128.9 cm-1, respectively."
    },
    {
      "key": "ol015573ab00010/ol015573ab00010_1",
      "doi-asserted-by": "crossref",
      "first-page": "462",
      "DOI": "10.1016/S0009-2614(98)00976-2",
      "volume": "295",
      "author": "Koupt J.",
      "year": "1998",
      "journal-title": "Chem. Phys. Lett."
    },
    {
      "key": "ol015573ab00010/ol015573ab00010_2",
      "doi-asserted-by": "crossref",
      "first-page": "77",
      "DOI": "10.1016/S0301-0104(97)00175-4",
      "volume": "225",
      "author": "Jabs W.",
      "year": "1997",
      "journal-title": "Chem. Phys."
    },
    {
      "key": "ol015573ab00010/ol015573ab00010_3",
      "doi-asserted-by": "crossref",
      "first-page": "323",
      "DOI": "10.1006/jmsp.1995.1074",
      "volume": "170",
      "author": "Wagener V.",
      "year": "1995",
      "journal-title": "J. Mol. Spectrosc."
    },
    {
      "key": "ol015573ab00010/ol015573ab00010_4",
      "doi-asserted-by": "crossref",
      "first-page": "127",
      "DOI": "10.1006/jmsp.1993.1273",
      "volume": "162",
      "author": "Pracna P.",
      "year": "1993",
      "journal-title": "J. Mol. Spectrosc."
    },
    {
      "key": "ol015573ab00010/ol015573ab00010_5",
      "doi-asserted-by": "crossref",
      "first-page": "1341",
      "DOI": "10.1039/F29888401341",
      "volume": "84",
      "author": "Winnewisser M.",
      "year": "1988",
      "journal-title": "J. Chem. Soc., Faraday Trans. 2"
    },
    {
      "key": "ol015573ab00010/ol015573ab00010_6",
      "doi-asserted-by": "crossref",
      "first-page": "386",
      "DOI": "10.1016/0009-2614(86)80027-6",
      "volume": "123",
      "author": "Birk M.",
      "year": "1986",
      "journal-title": "Chem. Phys. Lett."
    },
    {
      "key": "ol015573ab00011/ol015573ab00011_1",
      "doi-asserted-by": "crossref",
      "first-page": "5927",
      "DOI": "10.1021/jo00099a021",
      "volume": "59",
      "author": "For",
      "year": "1994",
      "journal-title": "J. Org. Chem."
    },
    {
      "key": "ol015573ab00012/ol015573ab00012_1",
      "first-page": "89",
      "volume-title": "A Theoretical and Experimental Overview",
      "author": "Manceron L.",
      "year": "1994"
    },
    {
      "key": "ol015573ab00013/ol015573ab00013_1",
      "doi-asserted-by": "crossref",
      "first-page": "1536",
      "DOI": "10.1039/C39910001536",
      "author": "Schleyer P. v. R.",
      "year": "1991",
      "journal-title": "J. Chem. Soc. Chem., Commun."
    },
    {
      "key": "ol015573ab00013/ol015573ab00013_2",
      "doi-asserted-by": "crossref",
      "first-page": "7967",
      "DOI": "10.1021/ja981236u",
      "volume": "120",
      "author": "Boldyrev A. I.",
      "year": "1998",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00014/ol015573ab00014_1",
      "doi-asserted-by": "crossref",
      "first-page": "6033",
      "DOI": "10.1021/ja9906204",
      "volume": "121",
      "author": "Li X.",
      "year": "1999",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00014/ol015573ab00014_2",
      "doi-asserted-by": "crossref",
      "first-page": "3630",
      "DOI": "10.1002/1521-3773(20001016)39:20<3630::AID-ANIE3630>3.0.CO;2-R",
      "volume": "39",
      "author": "Li X.",
      "year": "2000",
      "journal-title": "Angew. Chem., Int. Ed."
    },
    {
      "key": "ol015573ab00015/ol015573ab00015_1",
      "doi-asserted-by": "crossref",
      "first-page": "704",
      "DOI": "10.1021/ar950192g",
      "volume": "33",
      "author": "Haff M.",
      "year": "2000",
      "journal-title": "Acc. Chem. Res."
    },
    {
      "key": "ol015573ab00016/ol015573ab00016_1",
      "doi-asserted-by": "crossref",
      "first-page": "332",
      "DOI": "10.1021/ja00061a037",
      "volume": "115",
      "author": "McGrath M. P.",
      "year": "1993",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00016/ol015573ab00016_2",
      "doi-asserted-by": "crossref",
      "first-page": "1977",
      "DOI": "10.1351/pac199870101977",
      "volume": "70",
      "author": "Radom L.",
      "year": "1998",
      "journal-title": "Pure Appl. Chem."
    },
    {
      "key": "ol015573ab00017/ol015573ab00017_1",
      "doi-asserted-by": "crossref",
      "first-page": "994",
      "DOI": "10.1021/ja0038272",
      "volume": "123",
      "author": "Wang Z.-X.",
      "year": "2001",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00018/ol015573ab00018_1",
      "volume": "124",
      "author": "Schoeller W. W.",
      "year": "1980",
      "journal-title": "J. Chem. Soc., Chem. Commun."
    },
    {
      "key": "ol015573ab00019/ol015573ab00019_1",
      "doi-asserted-by": "crossref",
      "first-page": "39",
      "DOI": "10.1021/cr940472u",
      "volume": "100",
      "author": "Bourissou D.",
      "year": "2000",
      "journal-title": "Chem. Rev."
    },
    {
      "key": "ol015573ab00020/ol015573ab00020_1",
      "doi-asserted-by": "crossref",
      "first-page": "2023",
      "DOI": "10.1021/ja9523294",
      "volume": "118",
      "author": "Heinemann C.",
      "year": "1996",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00020/ol015573ab00020_2",
      "doi-asserted-by": "crossref",
      "first-page": "2039",
      "DOI": "10.1021/ja9527075",
      "volume": "118",
      "author": "Boehme C.",
      "year": "1996",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00021/ol015573ab00021_1",
      "doi-asserted-by": "crossref",
      "first-page": "361",
      "DOI": "10.1021/ja00001a054",
      "volume": "113",
      "author": "Arduengo A. J.",
      "year": "1991",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00022/ol015573ab00022_1",
      "doi-asserted-by": "crossref",
      "first-page": "12669",
      "DOI": "10.1021/ja9719135",
      "volume": "119",
      "author": "Schleyer P. v. R.",
      "year": "1997",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ol015573ab00023/ol015573ab00023_1",
      "doi-asserted-by": "crossref",
      "first-page": "327",
      "DOI": "10.1016/S0022-328X(00)90872-6",
      "volume": "154",
      "author": "Jemmis E. D.",
      "year": "1978",
      "journal-title": "J. Organomet. Chem."
    },
    {
      "key": "ol015573ab00024/ol015573ab00024_1",
      "doi-asserted-by": "crossref",
      "first-page": "4",
      "DOI": "10.1002/anie.199504871",
      "volume": "34",
      "author": "Boche G.",
      "year": "1995",
      "journal-title": "Angew. Chem., Int. Ed. Engl."
    },
    {
      "key": "ol015573ab00024/ol015573ab00024_2",
      "doi-asserted-by": "crossref",
      "first-page": "1201",
      "DOI": "10.1002/cber.19971300908",
      "volume": "130",
      "author": "Hilf C.",
      "year": "1997",
      "journal-title": "Chem. Ber."
    },
    {
      "key": "ol015573ab00024/ol015573ab00024_3",
      "doi-asserted-by": "crossref",
      "first-page": "1213",
      "DOI": "10.1002/cber.19971300908",
      "volume": "130",
      "author": "Hilf C.",
      "year": "1997",
      "journal-title": "Chem. Ber."
    },
    {
      "key": "ol015573ab00025/ol015573ab00025_1",
      "doi-asserted-by": "crossref",
      "first-page": "260",
      "DOI": "10.1039/c39810000260",
      "author": "Chandrasekhar J.",
      "year": "1981",
      "journal-title": "J. Chem. Soc., Chem. Commun."
    }
  ],
  "container-title": "Organic Letters",
  "original-title": [],
  "language": "en",
  "link": [
    {
      "URL": "https://pubs.acs.org/doi/pdf/10.1021/ol015573a",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "similarity-checking"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2023,
        3,
        13
      ]
    ],
    "date-time": "2023-03-13T21:59:10Z",
    "timestamp": 1678744750000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://pubs.acs.org/doi/10.1021/ol015573a"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        2001,
        4,
        6
      ]
    ]
  },
  "references-count": 38,
  "journal-issue": {
    "issue": "9",
    "published-print": {
      "date-parts": [
        [
          2001,
          5,
          1
        ]
      ]
    }
  },
  "alternative-id": [
    "10.1021/ol015573a"
  ],
  "URL": "http://dx.doi.org/10.1021/ol015573a",
  "relation": {},
  "ISSN": [
    "1523-7060",
    "1523-7052"
  ],
  "subject": [],
  "container-title-short": "Org. Lett.",
  "published": {
    "date-parts": [
      [
        2001,
        4,
        6
      ]
    ]
  }
}