Hw. Gibson et al., NEW TRIARYLMETHYL DERIVATIVES - BLOCK GROUPS - FOR ROTAXANES AND POLYROTAXANES, Journal of organic chemistry, 58(14), 1993, pp. 3748-3756
Five triarylcarbinols (8, three new compounds) were synthesized. Using
carbanion chemistry the triarylmethanes (13, five new compounds) made
by formic acid reduction of 8 were converted to the omega,omega,omega
-triarylalkanols (15,three new compounds) and thence to the chloro (17
) and iodo (18) derivatives (five new compounds). Via carbocation chem
istry p-(triarylmethyl)phenols (20,two new compounds) and aniline (21,
new compound) were produced. Alkylation of 20 yielded alcohol (22), b
enzylic bromide (23), and carboxy (25) functionalized derivatives. The
alcohol, halide, phenol, aniline, and carboxylic acid functionalized
triarylmethane compounds are suitable end blocking groups for rotaxane
s and polyrotaxanes.