TY - JOUR
T1 - Selective functionalization of calix[4]arenes via tricarbonylchromium complexes
AU - Kikuchi, Taketoshi
AU - Iki, Hideshi
AU - Tsuzuki, Hirohisa
AU - Shinkai, Seiji
PY - 1993
Y1 - 1993
N2 - Tricarbonylchromium complexes of 25,26,27,28-tetrapropoxycalix-[4]arene conformers (l4Pr) were synthesized. Since the benzene ring is activated through complexation with Cr(CO)3, the functional groups (e.g. —D, —CH3, and —CHO) could be selectively introduced into the Cr(CO)3-complexed benzene ring. The substitution reaction occurred mainly at the p-position. The para selectivity was attributed to the steric crowding being relatively lower than that around the meta and benzyl position. This view was supported by the X-ray crystallographic study of 1,3-alternate-l4Pr. (CO)3. This is a novel and general methodology for selective introduction of functional groups into calix[n]arenes.
AB - Tricarbonylchromium complexes of 25,26,27,28-tetrapropoxycalix-[4]arene conformers (l4Pr) were synthesized. Since the benzene ring is activated through complexation with Cr(CO)3, the functional groups (e.g. —D, —CH3, and —CHO) could be selectively introduced into the Cr(CO)3-complexed benzene ring. The substitution reaction occurred mainly at the p-position. The para selectivity was attributed to the steric crowding being relatively lower than that around the meta and benzyl position. This view was supported by the X-ray crystallographic study of 1,3-alternate-l4Pr. (CO)3. This is a novel and general methodology for selective introduction of functional groups into calix[n]arenes.
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U2 - 10.1080/10610279308040654
DO - 10.1080/10610279308040654
M3 - Article
AN - SCOPUS:0001534323
SN - 1061-0278
VL - 1
SP - 103
EP - 106
JO - Supramolecular Chemistry
JF - Supramolecular Chemistry
IS - 2
ER -