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Volumn 71, Issue 25, 2006, Pages 9271-9282

Aromaticity and möbius antiaromaticity in monocyclic [11]annulenium cations

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIZATION; CHEMICAL MODIFICATION; OPTIMIZATION; PROBABILITY DENSITY FUNCTION; SYNTHESIS (CHEMICAL);

EID: 33845527882     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo061143s     Document Type: Article
Times cited : (19)

References (75)
  • 11
    • 0001020321 scopus 로고
    • Vogel, E. Spec. Publ. Chem. Soc. 1967, 21, 113. SciFinder Scholar now lists 217 publications on bridged [10]annulenes.
    • (1967) Spec. Publ. Chem. Soc. , vol.21 , pp. 113
    • Vogel, E.1
  • 47
    • 32144434172 scopus 로고    scopus 로고
    • See, however
    • See, however: Stanger, A. J. Org. Chem. 2006, 71, 883.
    • (2006) J. Org. Chem. , vol.71 , pp. 883
    • Stanger, A.1
  • 55
    • 33845549249 scopus 로고    scopus 로고
    • note
    • Attempts to derive monocyclic [11]annulenium cations from i and ii led to 26 and 29, respectively. (Chemical Equation Presented).
  • 56
    • 33845548482 scopus 로고    scopus 로고
    • note
    • It is actually impossible to have an all-trans structure for an odd-membered cycle; 33 has the equivalent of five trans double bonds.
  • 61
    • 0001290462 scopus 로고
    • (a) Hückel rules are reversed for the triplet state; the vertical triplet of an aromatic would be the most antiaromatic, whereas the corresponding optimized triplet would be expected to distort so as to reduce the amount of antiaromaticity: Baird, N. C. J. Am. Chem. Soc. 1972, 94, 4941.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 4941
    • Baird, N.C.1
  • 63
    • 33845529768 scopus 로고    scopus 로고
    • note
    • 2 value of 1.0 at CAS(4,4)SCF/ 6-31.G*, which indicates its diradical, multiconfigurational nature and suggests the molecule would undergo Jahn - Teller distortion (to rectangular cyclobutadiene).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.