THE EFFECT OF ALKYL-GROUPS ON CARBANION STABILITY .1. INTERACTION OF SMALL RINGS WITH ADJACENT CARBANION CENTERS

BALCIOGLU, N; SEVIN, F; EVIN, O; PEYNIRCIOGLU, NİHAD

doi:10.1002/bbpc.19920960206

THE EFFECT OF ALKYL-GROUPS ON CARBANION STABILITY .1. INTERACTION OF SMALL RINGS WITH ADJACENT CARBANION CENTERS

BALCIOGLU N., SEVIN F., EVIN O., PEYNIRCIOGLU N.

BERICHTE DER BUNSEN-GESELLSCHAFT-PHYSICAL CHEMISTRY CHEMICAL PHYSICS, cilt.96, ss.139-142, 1992 (SCI İndekslerine Giren Dergi)

Cilt numarası: 96 Konu: 2
Basım Tarihi: 1992
Doi Numarası: 10.1002/bbpc.19920960206
Dergi Adı: BERICHTE DER BUNSEN-GESELLSCHAFT-PHYSICAL CHEMISTRY CHEMICAL PHYSICS
Sayfa Sayıları: ss.139-142

Özet

Relative kinetic acidity measurements have shown that the cyclobutyl group has the ability to stabilize an adjacent carbanion center similar to vinyl and cyclopropyl groups, although to a lesser extent. The results of semiempirical calculations (MNDO) covering all the mentioned substituents, including the isopropyl group correlate well with the experimentally determined relative kinetic acidities.