1 Département de Chimie, Université de Montréal, Montréal, Québec, H3C 3J7, Canada.
2 Department of Chemistry & Biochemistry, Concordia University, Montréal, Québec, H4B 1R6, Canada.

Modular Construction of Porous Hydrogen-Bonded  Molecular Materials from Melams.

Chemistry. 2020 Mar 01;:

Authors: Khadivjam T, Che-Quang H, Maris T, Ajoyan Z, Howarth A, Wuest JD

Abstract

Ordered materials with predictable structures and properties can be made by a modular approach, using molecules designed to interact with neighbors and hold them in predetermined positions. Incorporating 4,6-diamino-1,3,5-triazin-2-yl (DAT) groups in modules is an effective way to direct assembly because each DAT group can form multiple N-H···N hydrogen bonds according to established patterns. We have found that modules with high densities of N(DAT)2 groups can be made by base-induced double triazinylations of readily available amines. The resulting modules can form structures held together by remarkably large numbers of hydrogen bonds per molecule. Even simple modules with only 1-3 N(DAT)2 groups and fewer than 70 non-hydrogen atoms can crystallize to form highly open networks in which each molecule engages in over 20 N-H···N hydrogen bonds, and more than 70% of the volume is available for accommodating guests. In favorable cases, guests can be removed to create rigorously porous crystalline solids analogous to zeolites and metal-organic frameworks.

PMID: 32115786 [PubMed - as supplied by publisher]