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) identifier

  • 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.