Naslov
C-H Hyperconjugation in alpha-Chlorocarbocations

Autori
Mesić, Milan ; Novak, Igor ; Sunko, Dionis ; Vančik, Hrvoj

Izvornik
Journal of the Chemical Society, Perkin Transactions 2 (0300-9580) 11 (1998); 2371-2374

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
alpha-chlorocarbocations; Antimony pentafluoride matrices; Vibrational-spectra; Stable carbocations; Benzyl cation; Spectroscopy; Chlorine

Sažetak
The lowering of CBH stretching frequencies in carbocations 1a-d and 2a-c induced by hyperconjugation was tested as a possible probe for estimating the electron donating ability of a-substituents. Conclusions are based on the results of high level quantum chemical calculations confirmed with experimental FT-IR spectra. Because the decrease in the CBH stretching frequency is comparable in Ib and in Ic, and in 2b and 2c respectively, it follows that a-substitution by a methyl group or by chlorine stabilizes a carbocation with almost the same effectiveness.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA