Enhancement of chemical stability and crystallinity in porphyrin-containing covalent organic frameworks by intramolecular hydrogen bonds

Angew Chem Int Ed Engl. 2013 Dec 2;52(49):13052-6. doi: 10.1002/anie.201306775. Epub 2013 Oct 14.

Abstract

A strong bond: A strategy based on intramolecular hydrogen-binding interactions in 2D covalent organic frameworks (COFs) is shown to improve the crystallinity, porosity, and chemical stability of the material. The concept is validated by removing the hydrogen-bonding interaction in the methoxy analog which showed a lower stability and crystallinity.

Keywords: covalent organic frameworks; hydrogen bonds; mesoporous materials; porphyrinoids; tautomerism.