Pasteurian Segregation on a Surface Imaged In Situ at the Molecular Level

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.

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

Narayan

Bejagam

Balasubramanian

et al. 2015

Angewandte Chemie

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Steven De Feyter

2015

Angewandte Chemie

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Stereoselective Seed‐Induced Living Supramolecular Polymerization

Sarkar

George

2020

Angewandte Chemie

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Stereoselective and temporally controlled supramolecular polymerizations are ubiquitous in nature and are desirable attributes for the design of chiral, well-defined functional materials. Kinetically controlled, living supramolecular polymerization (LSP) has emerged recently for the synthesis of supramolecular polymers with controlled length and narrow dispersity. On the other hand, stringent design requirements for chiral-discriminating monomers precludes the stereoselective control of the supramolecular polymer structure. Herein, a synergetic stereo-and structural control of supramolecular polymerization by the realization of an unprecedented stereoselective seed-induced LSP is reported. Homochiral and seeded growth is demonstrated with bischromophoric naphthalene diimide (NDI) enantiomers with a chiral binaphthyl amine core, exhibiting strong self-recognition abilities and pathway complexity.

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Pasteurian Segregation on a Surface Imaged In Situ at the Molecular Level

Cited by 7 publications

References 52 publications

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

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

Steven De Feyter

Stereoselective Seed‐Induced Living Supramolecular Polymerization

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