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Volumn 49, Issue 5, 2008, Pages 888-892

Discreteness of π-conjugation of 1,6-methano[10]annulene by troponoid fusion at the 3,4-positions

Author keywords

1,6 Methano 10 annulene; Homoconjugation; Transannular interaction; Tropylium cation; X ray crystallographic analysis

Indexed keywords

1,6 METHANO[10]ANNULENE; ANNULENE DERIVATIVE; TROPONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 37649001955     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.11.161     Document Type: Article
Times cited : (5)

References (32)
  • 11
    • 37649008163 scopus 로고    scopus 로고
    • note
    • +-H, 9%), 192 (100), 165 (24).
  • 12
    • 37648998601 scopus 로고    scopus 로고
    • note
    • The bridge protons were assigned by W-type long-ranged couplings.
  • 14
    • 33947320191 scopus 로고
    • A similar decrease in the vicinal coupling constant at a tropone ring caused by protonation was reported in benzotropone
    • A similar decrease in the vicinal coupling constant at a tropone ring caused by protonation was reported in benzotropone. Bertelli D.J., Gerig J.T., and Herbelin J.M. J. Am. Chem. Soc. 90 (1968) 107-113
    • (1968) J. Am. Chem. Soc. , vol.90 , pp. 107-113
    • Bertelli, D.J.1    Gerig, J.T.2    Herbelin, J.M.3
  • 15
    • 0000279669 scopus 로고
    • For reviews on homoconjugation and homoaromatics, see:
    • For reviews on homoconjugation and homoaromatics, see:. Winstein S. Quart. Rev. Chem. Soc. 23 (1969) 141-176
    • (1969) Quart. Rev. Chem. Soc. , vol.23 , pp. 141-176
    • Winstein, S.1
  • 23
    • 37649017100 scopus 로고    scopus 로고
    • note
    • -1, 4237 independent reflections, 198 parameters, R = 0.079, wR = 0.100, T = 298 K. The following points should be noted with regard to 5. The hydrogen of the hydroxy group has not yet been specified. The perchlorate anion exhibits a disorder and an unusually short C-C double bond length (C8-C9) was observed. To discuss this phenomenon more precisely, we are planning to perform a measurement at low temperature; its detailed results will be presented in a future paper. Crystallographic data excluding structures have been deposited with the Cambridge Crystallographic Data Centre with supplementary publication numbers CCDC 654622 for 4 and CCDC 654623 for 5. A copy of the data can be obtained free of charge from CCDC, 12 Union Road, Cambridge CB2 1EZ. UK [DIRECT LINE: +44 1223 762910, fax: +44 0 1223 336033 or e-mail: linstead@ccdc.cam.ac.uk; deposit@ccdc.cam.ac.uk.
  • 26
    • 37649023786 scopus 로고    scopus 로고
    • note
    • One position at the 13a carbon of 5 showed a relatively large difference.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.