DOI: 10.1021/ja0016497. Antiaromatic Bis(1,2,3-dithiazoles) with Zwitterionic Ground States

Antiaromatic Bis(1,2,3-dithiazoles) with Zwitterionic Ground States

10.1021/ja0016497

Crossref journal-article

American Chemical Society (ACS)

Journal of the American Chemical Society (316)

Bibliography

Beer, L., Oakley, R. T., Mingie, J. R., Preuss, K. E., Taylor, N. J., & Cordes, A. W. (2000). Antiaromatic Bis(1,2,3-dithiazoles) with Zwitterionic Ground States. Journal of the American Chemical Society, 122(31), 7602â7603.

Authors 6

Leanne Beer (first)
Richard T. Oakley (additional)
James R. Mingie (additional)
Kathryn E. Preuss (additional)
Nicholas J. Taylor (additional)
A. Wallace Cordes (additional)

References 24 Referenced 34

10.1021/ja983490s / J. Am. Chem. Soc. by Barclay T. M. (1999)
10.1021/ja973338a / J. Am. Chem. Soc. by Barclay T. M. (1998)
10.1126/science.286.5438.261 / Science by Fujita W. (1999)
10.1016/S0010-8545(99)00118-6 / Coord. Chem. Rev. by Rawson J. M. (1999)
10.1002/(SICI)1521-3897(199902)341:2<99::AID-PRAC99>3.0.CO;2-Z / J. Prakt. Chem. by Torroba T. (1999)
10.1021/ma970965b / Macromolecules by Genin H. (1998)
10.1021/ja990933z / J. Am. Chem. Soc. by Barclay T. M. (1999)
10.1021/ja00243a009 / J. Am. Chem. Soc. by Dormann E. (1987)
10.1021/ja9636294 / J. Am. Chem. Soc. by Barclay T. M. (1997)
10.1021/ja972927d / J. Am. Chem. Soc. by Barclay T. M. (1997)
10.1021/ja973558o / J. Am. Chem. Soc. by Hutchison K. (1998)
{'key': 'ja0016497b00009/ja0016497b00009_1', 'volume-title': 'Gaussian 98, revision A.6', 'author': 'Geometry', 'year': '1998'} / Gaussian 98, revision A.6 by Geometry (1998)
{'key': 'ja0016497b00010/ja0016497b00010_1', 'first-page': '4387', 'volume': '11', 'author': 'Lochon P.', 'year': '1967', 'journal-title': 'Bull. Soc. Chim. Fr.'} / Bull. Soc. Chim. Fr. by Lochon P. (1967)
10.1021/jo01019a061 / J. Org. Chem. by Huestis L. D. (1965)
{'key': 'ja0016497b00012/ja0016497b00012_1', 'volume-title': 'V = 696.36(9) Å3, Z = 2, Dc = 2.397 g cm-3, μ = 2.83 mm-1', 'author': 'Crystal'} / V = 696.36(9) Å3, Z = 2, Dc = 2.397 g cm-3, μ = 2.83 mm-1 by Crystal
10.1002/hlca.19740570405 / Helv. Chim. Acta by Maier J. P. (1974)
{'key': 'ja0016497b00014/ja0016497b00014_1', 'volume-title': 'V = 2040(2) Å3, Z = 4, Dc = 2.01 g cm-3, μ = 1.39 mm-1', 'author': 'Crystal'} / V = 2040(2) Å3, Z = 4, Dc = 2.01 g cm-3, μ = 1.39 mm-1 by Crystal
There are few computed structural differences between the1A1and3B2states of BP and [BPH]+(at the B3LYP/6-31G** level). The largest is in the S−C distance, which is 1.712 Å (1A1) and 1.755 Å (3B2).
10.1021/j100785a001 / J. Phys. Chem. by Bondi A. (1964)
10.1021/cm980616b / Chem. Mater. by Barclay T. M. (1999)
10.1002/9780470166376.ch4 / Prog. Inorg. Chem. by Oakley R. T. (1988)
10.1021/ja00311a081 / J. Am. Chem. Soc. by Boeré R. T. (1985)
10.1139/v88-361 / Can. J. Chem. by Hoffmeyer R. B. (1988)
10.1021/ic00228a016 / Inorg. Chem. by Cordes A. W. (1986)

Dates

Type	When
Created	23 years, 1 month ago (July 26, 2002, 1:57 a.m.)
Deposited	1 year, 8 months ago (Jan. 3, 2024, 1:48 a.m.)
Indexed	4 months ago (April 28, 2025, 9:06 a.m.)
Issued	25 years, 1 month ago (July 21, 2000)
Published	25 years, 1 month ago (July 21, 2000)
Published Online	25 years, 1 month ago (July 21, 2000)
Published Print	25 years, 1 month ago (Aug. 1, 2000)

Funders 0

None

BibTeX

@article{Beer_2000, title={Antiaromatic Bis(1,2,3-dithiazoles) with Zwitterionic Ground States}, volume={122}, ISSN={1520-5126}, url={http://dx.doi.org/10.1021/ja0016497}, DOI={10.1021/ja0016497}, number={31}, journal={Journal of the American Chemical Society}, publisher={American Chemical Society (ACS)}, author={Beer, Leanne and Oakley, Richard T. and Mingie, James R. and Preuss, Kathryn E. and Taylor, Nicholas J. and Cordes, A. Wallace}, year={2000}, month=jul, pages={7602–7603} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2025,
        4,
        28
      ]
    ],
    "date-time": "2025-04-28T13:06:38Z",
    "timestamp": 1745845598778
  },
  "reference-count": 24,
  "publisher": "American Chemical Society (ACS)",
  "issue": "31",
  "content-domain": {
    "domain": [],
    "crossmark-restriction": false
  },
  "published-print": {
    "date-parts": [
      [
        2000,
        8,
        1
      ]
    ]
  },
  "DOI": "10.1021/ja0016497",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2002,
        7,
        26
      ]
    ],
    "date-time": "2002-07-26T05:57:48Z",
    "timestamp": 1027663068000
  },
  "page": "7602-7603",
  "source": "Crossref",
  "is-referenced-by-count": 34,
  "title": "Antiaromatic Bis(1,2,3-dithiazoles) with Zwitterionic Ground States",
  "prefix": "10.1021",
  "volume": "122",
  "author": [
    {
      "given": "Leanne",
      "family": "Beer",
      "sequence": "first",
      "affiliation": [
        {
          "name": "Department of Chemistry, University of Waterloo Waterloo, Ontario N2L 3G1 Canada"
        }
      ]
    },
    {
      "given": "Richard T.",
      "family": "Oakley",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Department of Chemistry, University of Waterloo Waterloo, Ontario N2L 3G1 Canada"
        }
      ]
    },
    {
      "given": "James R.",
      "family": "Mingie",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Department of Chemistry, University of Waterloo Waterloo, Ontario N2L 3G1 Canada"
        }
      ]
    },
    {
      "given": "Kathryn E.",
      "family": "Preuss",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Department of Chemistry, University of Waterloo Waterloo, Ontario N2L 3G1 Canada"
        }
      ]
    },
    {
      "given": "Nicholas J.",
      "family": "Taylor",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Department of Chemistry, University of Waterloo Waterloo, Ontario N2L 3G1 Canada"
        }
      ]
    },
    {
      "given": "A. Wallace",
      "family": "Cordes",
      "sequence": "additional",
      "affiliation": [
        {
          "name": "Department of Chemistry and Biochemistry University of Arkansas, Fayetteville, Arkansas 72701"
        }
      ]
    }
  ],
  "member": "316",
  "published-online": {
    "date-parts": [
      [
        2000,
        7,
        21
      ]
    ]
  },
  "reference": [
    {
      "key": "ja0016497b00001/ja0016497b00001_1",
      "doi-asserted-by": "crossref",
      "first-page": "969",
      "DOI": "10.1021/ja983490s",
      "volume": "121",
      "author": "Barclay T. M.",
      "year": "1999",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ja0016497b00002/ja0016497b00002_1",
      "doi-asserted-by": "crossref",
      "first-page": "352",
      "DOI": "10.1021/ja973338a",
      "volume": "120",
      "author": "Barclay T. M.",
      "year": "1998",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ja0016497b00002/ja0016497b00002_2",
      "doi-asserted-by": "crossref",
      "first-page": "261",
      "DOI": "10.1126/science.286.5438.261",
      "volume": "286",
      "author": "Fujita W.",
      "year": "1999",
      "journal-title": "Science"
    },
    {
      "key": "ja0016497b00003/ja0016497b00003_1",
      "doi-asserted-by": "crossref",
      "first-page": "135",
      "DOI": "10.1016/S0010-8545(99)00118-6",
      "volume": "189",
      "author": "Rawson J. M.",
      "year": "1999",
      "journal-title": "Coord. Chem. Rev."
    },
    {
      "key": "ja0016497b00003/ja0016497b00003_2",
      "doi-asserted-by": "crossref",
      "first-page": "99",
      "DOI": "10.1002/(SICI)1521-3897(199902)341:2<99::AID-PRAC99>3.0.CO;2-Z",
      "volume": "341",
      "author": "Torroba T.",
      "year": "1999",
      "journal-title": "J. Prakt. Chem."
    },
    {
      "key": "ja0016497b00004/ja0016497b00004_1",
      "doi-asserted-by": "crossref",
      "first-page": "444",
      "DOI": "10.1021/ma970965b",
      "volume": "31",
      "author": "Genin H.",
      "year": "1998",
      "journal-title": "Macromolecules"
    },
    {
      "key": "ja0016497b00004/ja0016497b00004_2",
      "doi-asserted-by": "crossref",
      "first-page": "6657",
      "DOI": "10.1021/ja990933z",
      "volume": "121",
      "author": "Barclay T. M.",
      "year": "1999",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ja0016497b00005/ja0016497b00005_1",
      "doi-asserted-by": "crossref",
      "first-page": "2594",
      "DOI": "10.1021/ja00243a009",
      "volume": "109",
      "author": "Dormann E.",
      "year": "1987",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ja0016497b00006/ja0016497b00006_1",
      "doi-asserted-by": "crossref",
      "first-page": "2633",
      "DOI": "10.1021/ja9636294",
      "volume": "119",
      "author": "Barclay T. M.",
      "year": "1997",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ja0016497b00007/ja0016497b00007_1",
      "doi-asserted-by": "crossref",
      "first-page": "12136",
      "DOI": "10.1021/ja972927d",
      "volume": "119",
      "author": "Barclay T. M.",
      "year": "1997",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ja0016497b00008/ja0016497b00008_1",
      "doi-asserted-by": "crossref",
      "first-page": "2989",
      "DOI": "10.1021/ja973558o",
      "volume": "120",
      "author": "Hutchison K.",
      "year": "1998",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ja0016497b00009/ja0016497b00009_1",
      "volume-title": "Gaussian 98, revision A.6",
      "author": "Geometry",
      "year": "1998"
    },
    {
      "key": "ja0016497b00010/ja0016497b00010_1",
      "first-page": "4387",
      "volume": "11",
      "author": "Lochon P.",
      "year": "1967",
      "journal-title": "Bull. Soc. Chim. Fr."
    },
    {
      "key": "ja0016497b00011/ja0016497b00011_1",
      "doi-asserted-by": "crossref",
      "first-page": "3",
      "DOI": "10.1021/jo01019a061",
      "volume": "30",
      "author": "Huestis L. D.",
      "year": "1965",
      "journal-title": "J. Org. Chem."
    },
    {
      "key": "ja0016497b00012/ja0016497b00012_1",
      "volume-title": "V = 696.36(9) \u00c53, Z = 2, Dc = 2.397 g cm-3, \u03bc = 2.83 mm-1",
      "author": "Crystal"
    },
    {
      "key": "ja0016497b00013/ja0016497b00013_1",
      "doi-asserted-by": "crossref",
      "first-page": "994",
      "DOI": "10.1002/hlca.19740570405",
      "volume": "57",
      "author": "Maier J. P.",
      "year": "1974",
      "journal-title": "Helv. Chim. Acta"
    },
    {
      "key": "ja0016497b00014/ja0016497b00014_1",
      "volume-title": "V = 2040(2) \u00c53, Z = 4, Dc = 2.01 g cm-3, \u03bc = 1.39 mm-1",
      "author": "Crystal"
    },
    {
      "key": "ja0016497b00015/ja0016497b00015_1",
      "unstructured": "There are few computed structural differences between the1A1and3B2states of BP and [BPH]+(at the B3LYP/6-31G** level). The largest is in the S\u2212C distance, which is 1.712 \u00c5 (1A1) and 1.755 \u00c5 (3B2)."
    },
    {
      "key": "ja0016497b00016/ja0016497b00016_1",
      "doi-asserted-by": "crossref",
      "first-page": "41",
      "DOI": "10.1021/j100785a001",
      "volume": "68",
      "author": "Bondi A.",
      "year": "1964",
      "journal-title": "J. Phys. Chem."
    },
    {
      "key": "ja0016497b00017/ja0016497b00017_1",
      "doi-asserted-by": "crossref",
      "first-page": "164",
      "DOI": "10.1021/cm980616b",
      "volume": "11",
      "author": "Barclay T. M.",
      "year": "1999",
      "journal-title": "Chem. Mater."
    },
    {
      "key": "ja0016497b00018/ja0016497b00018_1",
      "doi-asserted-by": "crossref",
      "first-page": "299",
      "DOI": "10.1002/9780470166376.ch4",
      "volume": "36",
      "author": "Oakley R. T.",
      "year": "1988",
      "journal-title": "Prog. Inorg. Chem."
    },
    {
      "key": "ja0016497b00018/ja0016497b00018_2",
      "doi-asserted-by": "crossref",
      "first-page": "7710",
      "DOI": "10.1021/ja00311a081",
      "volume": "107",
      "author": "Boer\u00e9 R. T.",
      "year": "1985",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "ja0016497b00018/ja0016497b00018_3",
      "doi-asserted-by": "crossref",
      "first-page": "2279",
      "DOI": "10.1139/v88-361",
      "volume": "66",
      "author": "Hoffmeyer R. B.",
      "year": "1988",
      "journal-title": "Can. J. Chem."
    },
    {
      "key": "ja0016497b00018/ja0016497b00018_4",
      "doi-asserted-by": "crossref",
      "first-page": "1137",
      "DOI": "10.1021/ic00228a016",
      "volume": "25",
      "author": "Cordes A. W.",
      "year": "1986",
      "journal-title": "Inorg. Chem."
    }
  ],
  "container-title": "Journal of the American Chemical Society",
  "original-title": [],
  "language": "en",
  "link": [
    {
      "URL": "https://pubs.acs.org/doi/pdf/10.1021/ja0016497",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "similarity-checking"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2024,
        1,
        3
      ]
    ],
    "date-time": "2024-01-03T06:48:31Z",
    "timestamp": 1704264511000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://pubs.acs.org/doi/10.1021/ja0016497"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        2000,
        7,
        21
      ]
    ]
  },
  "references-count": 24,
  "journal-issue": {
    "issue": "31",
    "published-print": {
      "date-parts": [
        [
          2000,
          8,
          1
        ]
      ]
    }
  },
  "alternative-id": [
    "10.1021/ja0016497"
  ],
  "URL": "http://dx.doi.org/10.1021/ja0016497",
  "relation": {},
  "ISSN": [
    "0002-7863",
    "1520-5126"
  ],
  "subject": [],
  "container-title-short": "J. Am. Chem. Soc.",
  "published": {
    "date-parts": [
      [
        2000,
        7,
        21
      ]
    ]
  }
}