Issue 47, 2021

Iodoperchlorobenzene acts as a dual halogen-bond donor to template a [2 + 2] cycloaddition reaction within an organic co-crystal

Abstract

The formation of three isostructural co-crystals that utilize iodoperchlorobenzene as a dual halogen-bond donor is reported. These molecular solids are held together by the combination of I⋯N and Cl⋯N halogen bonds to form one-dimensional polymeric chains. Curiously, these co-crystals are isostructural to a series of related solids based upon the isosteric halogen-bond donor 1,4-diiodoperchlorobenzene. It is noteworthy that the co-crystal containing trans-1,2-bis(4-pyridyl)ethylene undergoes a near quantitative [2 + 2] cycloaddition reaction.

Graphical abstract: Iodoperchlorobenzene acts as a dual halogen-bond donor to template a [2 + 2] cycloaddition reaction within an organic co-crystal

Supplementary files

Article information

Article type
Communication
Submitted
03 9 2021
Accepted
20 11 2021
First published
22 11 2021

CrystEngComm, 2021,23, 8265-8268

Iodoperchlorobenzene acts as a dual halogen-bond donor to template a [2 + 2] cycloaddition reaction within an organic co-crystal

N. M. Shapiro, E. Bosch, D. K. Unruh, H. R. Krueger and R. H. Groeneman, CrystEngComm, 2021, 23, 8265 DOI: 10.1039/D1CE01194D

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