New Triarylmethyl Derivatives: "Blocking Groups" for Rotaxanes and Polyrotaxanes

Article abstract of DOI:10.1021/jo00066a030

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 ω,ω,ω-triarylalkanols (15, three new compounds) and thence to the chloro (17) and iodo (18) derivatives (five new compounds).Via carbocation chemistry p-(triarylmethyl)phenols (20, two new compounds) and aniline (21, new compound) were produced.Alkylation of 20 yielded alcohol (22), benzylic bromide (23), and carboxy (25) functionalized derivatives.The alcohol, halide, phenol, aniline, and carboxylic acid functionalized triarylmethane compounds are suitable end blocking groups for rotaxanes and polyrotaxanes.