Synthesis and structure of potential Lewis acid-Lewis base bifunctional catalysts: 1-N,N-dimethylamino-8-borononaphthalene derivatives

摘要

A new series of boronate-amine substituted potential bifunctional catalysts have been prepared by directed lithiation of 1-N,N-dimethylnaphthalene, followed by reaction borate esters. Both diisopropyl and pincacol ester derivatives of the resulting boronates were prepared, together with a novel boroxine which shows novel N-B interactions in the crystal structure. The corresponding dimethyl-[8-(difluoroborolyl)-naphthalen-1-yl]-amine was directly accessed from the boroxine by reaction with potassium hydrogen fluoride. (C) 2003 Elsevier Science B.V. All rights reserved. [References: 34]