TY - JOUR
T1 - An unexpected ethyl transfer reaction between Et2Zn and DI(t-Butyl)-glyoxaldiimine (t-BuDAB). Studies of the persistent [EtZn(t-BuDAB)] radical which is in equilibrium with its CC coupled dimer
AU - Jastrzebski, Johann T B H
AU - Klerks, Johannes M.
AU - van Koten, Gerard
AU - Vrieze, Kees
PY - 1981/5/12
Y1 - 1981/5/12
N2 - Whereas p-Tol2Zn reacts with t-BuNCHCHN-t-Bu (t-BuDAB) to give a stable 1 1 complex [p-Tol2Zn(t-BuDAB)], Et2Zn gives EtZnN(Et)(t-Bu)CHCHN-(t-Bu) via intramolecular ethyl transfer in the unstable Et2Zn(t-BuDAB) complex. In solution the stable persistent organozinc radical EtZn(t-BuDAB), which is formed in trace amounts in the Et2Zn/t-BuDAB reaction, is in equilibrium with its stable CC coupled dimer [EtZn-t-BuNCH(t-BuN)CH]2. The dimer can be prepared in quantitative yield by the reaction of (EtZnCl)4 with K(t-BuDAB).
AB - Whereas p-Tol2Zn reacts with t-BuNCHCHN-t-Bu (t-BuDAB) to give a stable 1 1 complex [p-Tol2Zn(t-BuDAB)], Et2Zn gives EtZnN(Et)(t-Bu)CHCHN-(t-Bu) via intramolecular ethyl transfer in the unstable Et2Zn(t-BuDAB) complex. In solution the stable persistent organozinc radical EtZn(t-BuDAB), which is formed in trace amounts in the Et2Zn/t-BuDAB reaction, is in equilibrium with its stable CC coupled dimer [EtZn-t-BuNCH(t-BuN)CH]2. The dimer can be prepared in quantitative yield by the reaction of (EtZnCl)4 with K(t-BuDAB).
UR - http://www.scopus.com/inward/record.url?scp=0005972014&partnerID=8YFLogxK
U2 - 10.1016/S0022-328X(00)80905-5
DO - 10.1016/S0022-328X(00)80905-5
M3 - Article
AN - SCOPUS:0005972014
SN - 0022-328X
VL - 210
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
IS - 3
ER -