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Volumn 122, Issue 9, 2000, Pages 1945-1948

Direct observation of a carbene-pyridine ylide by matrix IR spectroscopy. Rearrangements of 2-pyridylacylcarbenes

Author keywords

[No Author keywords available]

Indexed keywords

CARBENE; KETENE DERIVATIVE; PYRIDINE DERIVATIVE; QUINOLIZINE DERIVATIVE;

EID: 0039929292     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja993859t     Document Type: Article
Times cited : (64)

References (27)
  • 11
    • 0003828015 scopus 로고
    • Wiley: New York
    • Cf.: Tidwell, T. T. Ketenes; Wiley: New York, 1995.
    • (1995) Ketenes
    • Tidwell, T.T.1
  • 13
    • 0030993840 scopus 로고    scopus 로고
    • Calculated s-E/s-Z rotational barriers in ketenes are the following. Vinylketenes: ca. 5 kcal/mol: Bibas, H.; Wong, M. W.; Wentrup, C. Chem. Eur. J. 1997,3,237.
    • (1997) Chem. Eur. J. , vol.3 , pp. 237
    • Bibas, H.1    Wong, M.W.2    Wentrup, C.3
  • 17
    • 33847537916 scopus 로고    scopus 로고
    • Imidoylketenes, ca. 6 kcal/mol: Finnerty, J.; Wentrup, C. Unpublished results.
    • Imidoylketenes, ca. 6 kcal/mol: Finnerty, J.; Wentrup, C. Unpublished results.
  • 19
    • 4244138615 scopus 로고
    • Chem. Abstr. 1970, 73, 130746r. .
    • (1970) Chem. Abstr. , vol.73
  • 20
    • 0342440805 scopus 로고    scopus 로고
    • note
    • An isomeric ketene-pyridine zwitterion could conceivably have been formed by cyclization of ketene 3Z; this is unlikely because no trace of the 1760 cm"1 species was observed in the matrixes of the thermally generated ketene, nor did it ever appear on photolysis of the ketenes. Moreover, a B3LYP/6-31G* calculation indicated that the cyclic zwitterion from 3 is not an energy minimum in the gas phase, ring opening instead to the ketene.
  • 21
    • 33847541478 scopus 로고    scopus 로고
    • A small band at 1784 cm"1 may be due to a site of 6 or to another compound, e.g. cyclobuta[fc]pyridin-6-one. On irradiation, this band disappears at the same time as those ascribed to 6.
    • A small band at 1784 cm"1 may be due to a site of 6 or to another compound, e.g. cyclobuta[fc]pyridin-6-one. On irradiation, this band disappears at the same time as those ascribed to 6.
  • 25
    • 33847541929 scopus 로고    scopus 로고
    • Plug, C.; Wentrup, C. Unpublished work.
    • Plug, C.; Wentrup, C. Unpublished work.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.