Aminal-Linked Covalent Organic Frameworks through Condensation of Secondary Amine with Aldehyde

J Am Chem Soc. 2019 Sep 25;141(38):14981-14986. doi: 10.1021/jacs.9b08017. Epub 2019 Sep 11.

Abstract

New linkage chemistry will endow covalent organic frameworks (COFs) with not only structural diversity but also fascinating properties. However, to develop a new type of linkages has been a great challenge. We herein report the first two COFs using aminal as the linkages. These two COFs have been synthesized by condensation of secondary amine and aldehyde. They crystallize in cpi net, which is a new topology for COFs. The aminal linkage is found to favor reservation of photophysical property of the monomers due to its tetrahedral geometry and nonconjugated feature. These aminal-COFs exhibit good thermal stability and high chemical stability under neutral and basic conditions.