Unusually stable vinyl cations

Angewandte Chemie - International Edition

Volumn 39, Issue 17, 2000, Pages 3074-3077

  Müller, Thomas ^a   Meyer, Rita ^a   Lennartz, Dirk ^a   Siehl, Hans Ullrich ^b  

^a GOETHE UNIVERSITY   (Germany)

^b UNIVERSITY OF ULM   (Germany)

Author keywords

Carbocations; Cations; Density functional calculations; NMR spectroscopy; Silicon

Indexed keywords

CATION; VINYL DERIVATIVE;

ARTICLE; COVALENT BOND; MOLECULAR INTERACTION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS; TEMPERATURE DEPENDENCE; THERMOSTABILITY;

EID: 0040784802     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20000901)39:17<3074::AID-ANIE3074>3.0.CO;2-T     Document Type: Article

References (47)

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47. ipso-C-C Θ = 33.7 ) very similar to that in 4b(H) (Θ = 31.0 ), while in E-8(H) phenyl ring and C=C bond are coplanar (Θ = 0.0 ). Using the energy of E-8(H) in Equation (1 b) would include the more favorable conjugation between the C=C bond and the phenyl substituent. Thus, the comparison between 4b and 8 would be not balanced.