Synthetic control of isolated, single functional groups on silica surfaces.

Abstract

We report control of the density of isolated, single functional groups in homogeneously mixed trichloroalkyl silanes on various silica surfaces. The functional groups are covalently bound to a silane derived from the Rink resin. This Rink-silane is reactive to any nucleophile. Control over the density of functional groups is achieved by diluting the immersion solution containing the Rink-silane with an inert silane, octadecyltrichlorsilane. The isolated nature of the functional groups is confirmed by the stochastic blinking of fluorescent single boron-dipyrromethane dyes imaged in total internal reflection geometry. The robust character of silane monolayers allows facile covalent binding and cleavage of molecular species from silica surfaces as well as general synthetic transformations to be conducted. This is shown by the covalent attachment and then cleavage of a naphthalene chromophore. This low-cost and scalable platform has great potential for use in sensing, molecular electronics, semiconductor processing, and the investigation of fundamental processes in catalysis and the kinetics of molecular association.