Autoresolution of Segregated and Mixed p‐n Stacks by Stereoselective Supramolecular Polymerization in Solution

Narayan, Bhawani ; Bejagam, Karteek K. ; Balasubramanian, Sundaram ; George, Subi J. (2015) Autoresolution of Segregated and Mixed p‐n Stacks by Stereoselective Supramolecular Polymerization in Solution Angewandte Chemie International Edition, 54 (44). pp. 13053-13057. ISSN 1433-7851

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Official URL: http://doi.org/10.1002/anie.201506435

Related URL: http://dx.doi.org/10.1002/anie.201506435

Abstract

A “chirality driven self-sorting” strategy is introduced for the controlled supramolecular organization of donor (D) and acceptor (A) molecules in multicomponent assemblies. The trans-1,2-bis(amido)cyclohexane (trans-BAC) has been identified as a supramolecular motif with strong homochiral recognition to direct this chirality controlled assembly process of enantiomers in solution. Stereoselective supramolecular polymerization of trans-BAC appended naphthalene diimide monomers (NDIs) has been probed in detail by spectroscopic and mechanistic investigations. This chirality-driven self-sorting design of enantiomeric components also offers to realize mixed and segregated D-A stacks by supramolecular co-assembly of the NDI acceptors with trans-BAC appended dialkoxynaphthalene (DAN) donor monomers. Such an unprecedented chirality control on D-A organization paves the way for the creation of supramolecular p-n nanostructures with controlled molecular-level organization.

Item Type:Article
Source:Copyright of this article belongs to John Wiley & Sons, Inc.
ID Code:129096
Deposited On:08 Nov 2022 08:04
Last Modified:08 Nov 2022 08:04

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