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Volumn 66, Issue 34, 2010, Pages 7035-7040

Thermal [3,3]-rearrangement of 1,1-disubstituted allyl carboxylates: Lone pair participation and the geminal bond participation

Author keywords

3,3 Rearrangement; Bond model analysis; Geminal bond participation; Lone pair participation; Secondary orbital interaction

Indexed keywords

CARBOXYLIC ACID DERIVATIVE;

EID: 77955469928     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.06.016     Document Type: Article
Times cited : (5)

References (25)
  • 4
    • 75649151170 scopus 로고    scopus 로고
    • S. Inagaki Top. Curr. Chem. 289 2009 83 127 For recent applications, see:
    • (2009) Top. Curr. Chem. , vol.289 , pp. 83-127
    • Inagaki, S.1
  • 10
    • 77955471346 scopus 로고    scopus 로고
    • Gaussian03 rev. C.2 Gaussian Inc. Full citation appears in the Supplementary data
    • Gaussian03 rev. C.2 Gaussian Inc. Full citation appears in the Supplementary data.
  • 15
    • 77955472853 scopus 로고    scopus 로고
    • note
    • T+⋯
  • 17
    • 77955468395 scopus 로고    scopus 로고
    • We did not consider the stepwise ionic route since the enthalpies of activation should be far higher
    • We did not consider the stepwise ionic route since the enthalpies of activation should be far higher.
  • 18
    • 77955470076 scopus 로고    scopus 로고
    • IBE is derived as follows: IBEij=Pij(Hij+Fij) where Pij, Hij, and Fij are the elements of the density, Fock and core Hamiltonian matrices of the bond orbitals of i and j, respectively. See Ref. 5b
    • IBE is derived as follows: IBEij=Pij(Hij+Fij) where Pij, Hij, and Fij are the elements of the density, Fock and core Hamiltonian matrices of the bond orbitals of i and j, respectively. See Ref. 5b.
  • 21
    • 34548163673 scopus 로고    scopus 로고
    • Bhat reported 1-trimethylgermyl-1-hexanone 5b but no details are given N.G. Bhat, and N. Varghese Synlett 2007 2023 2024
    • (2007) Synlett , pp. 2023-2024
    • Bhat, N.G.1    Varghese, N.2
  • 25
    • 77955467262 scopus 로고    scopus 로고
    • Note
    • 1-Methylsilacyclobutyl derivative 1n, starting from commercially available 1-chloro-1-silacyclobutane, was so labile and volatile that it could not be stably and cleanly prepared.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.