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Volumn , Issue 48, 2008, Pages 6558-6560

Formation of a stannylstannylene via intramolecular carbene addition of a transient stannaacetylene (RSn≡CR′)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE DERIVATIVE; BENZENE; CARBENE; STANNAACETYLENE; STANNYLSTANNYLENE; TIN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 57249094068     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b814801e     Document Type: Article
Times cited : (24)

References (44)
  • 39
    • 0004204702 scopus 로고    scopus 로고
    • Oxford University Press, NY, 3rd edn, For trimethylsilylcarbene addition to a π bond of a benzene ring, see:
    • E. John, The Elements, Oxford University Press, NY, 3rd edn, 1998
    • (1998) The Elements
    • John, E.1
  • 40
    • 0039720563 scopus 로고
    • The 1,3-tin migration may occur as a photochemical or a thermal process. For the thermal suprafacial 1,3-silyl migration, see:
    • A. J. Ashe, III J. Org. Chem. 1972 37 2053
    • (1972) J. Org. Chem. , vol.37 , pp. 2053
    • Ashe III, A.J.1
  • 41
    • 0040758520 scopus 로고    scopus 로고
    • and references cited in. Because preliminary calculations at the RHF/3-21G* level suggest that 8 and 11 are more stable than other isomers, the NMR signal at δ 2113 may be assigned to 8 and/or 11 (see ESI). Thermal 1,5-tin migration would be eliminated on the basis of the theoretical calculations. The theoretical calculations were performed using Gaussian 03 program:
    • L. C. Zhang C. Kabuto M. Kira J. Am. Chem. Soc. 1999 121 2925
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 2925
    • Zhang, L.C.1    Kabuto, C.2    Kira, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.