Abstract

A modular design of a molecular tweezer is presented that integrates a multipolar D- π-A [D: Donor, A: Acceptor] scaffold, 1-aminopyrene-based fluorophore units and L-alanine-based linkers. The synthesis of the molecule is based on two-fold aromatic nucleophilic reactions (ArSN) and coupling reactions of the acid and amino functionalities. This molecule crystallizes in a non-centrosymmteric (P21) space group. We present its rich self-assembly characteristics that involves an array of π-stacking interactions. In addition, the molecular tweezer within its cleft forms H-bonding with two dimethylformamide molecules. Such multipolar D- π-A systems containing chiral and fluorophore units are potential candidates for a number of electronic and photonic applications.

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