Regioselective [2 + 2] cycloaddition reaction within a pair of polymorphic co-crystals based upon halogen bonding interactions

Abstract

The realization of a pair of photoreactive polymorphic co-crystals that are held together by the combination of I⋯N halogen bonding interactions and C-H⋯Cl contacts is reported. The reactant molecule within these co-crystals is based upon an unsymmetrical olefin, namely 4-stilbazole, that results in a regioselective solid-state [2 + 2] cycloaddition reaction in both polymorphic forms. Each solid undergoes a quantitative photoreaction which yields exclusively the head-to-tail photoproduct.

Department(s)

Chemistry and Biochemistry

Document Type

Article

DOI

https://doi.org/10.1039/c9ce01379b

Publication Date

1-1-2019

Journal Title

CrystEngComm

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