Issue 73, 2020

Fourfold symmetric MCR's via the tetraisocyanide 1,3-diisocyano-2,2-bis(isocyanomethyl)propane

Abstract

Oligoisocyanides are attractive synthetic targets, however, only a few are known. Here, we describe the smallest stable tetraisocyanide possible, the 1,3-diisocyano-2,2-bis(isocyano-methyl)propane (1) with S4 symmetry. Its four-step synthesis, structure, and reactivity in unprecedented symmetric fourfold Ugi 4CR and fourfold Passerini 3CR are described. Exhibiting high functional group tolerance and moderate to high yields, we foresee multiple applications of 1,3-diisocyano-2,2-bis(isocyanomethyl)propane, for example in MOFs, COFs, dendrimers, or artificial organs.

Graphical abstract: Fourfold symmetric MCR's via the tetraisocyanide 1,3-diisocyano-2,2-bis(isocyanomethyl)propane

Supplementary files

Article information

Article type
Communication
Submitted
30 Jun 2020
Accepted
03 Aug 2020
First published
04 Aug 2020
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2020,56, 10662-10665

Fourfold symmetric MCR's via the tetraisocyanide 1,3-diisocyano-2,2-bis(isocyanomethyl)propane

R. Butera, A. Shrinidhi, K. Kurpiewska, J. Kalinowska-Tłuścik and A. Dömling, Chem. Commun., 2020, 56, 10662 DOI: 10.1039/D0CC04522E

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