Z. Konya et al., INTERCONVERSION OF UNSATURATED C-4 NITRILES UNDER BASIC CONDITIONS .1. AN IR-UV-VIS SPECTROSCOPIC STUDY IN THE PRESENCE OF BUTYLLITHIUM, Applied catalysis. A, General, 146(2), 1996, pp. 323-330
The interconversion of isomeric unsaturated C-4 nitriles (allyl cyanid
e, crotononitrile and methacrylonitrile) in solution in the presence o
f butyllithium was investigated by means of FTIR and UV-VIS spectrosco
py. The generation and existence of a carbanionic intermediate in the
base-induced interconversion of C, nitriles were unequivocally proven
and characterized by the shifts in the nu(CN) and nu(C=C) vibration re
gions of the IR spectra and in the UV-VIS spectra of the reacting nitr
iles.