Stereoselective Seed-Induced Living Supramolecular Polymerization

Angew Chem Int Ed Engl. 2020 Nov 2;59(45):19841-19845. doi: 10.1002/anie.202006248. Epub 2020 Aug 31.

Abstract

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.

Keywords: chirality; living polymerization; seeding; stereoselectivity; supramolecular polymers.

Publication types

  • Research Support, Non-U.S. Gov't