Supramolecular construction of a cyclobutane ring system with four different substituents in the solid state.

ABSTRACT: Methods to form cyclobutane rings by an intermolecular [2 + 2] cross-photoreaction (CPR) with four different substituents are rare. These reactions are typically performed in the liquid phase, involve multiple steps, and generate product mixtures. Here, we report a CPR that generates a cyclobutane ring with four different aryl substituents. The CPR occurs quantitatively, without side products, and without a need for product purification. Generally, we demonstrate how face-to-face stacking interactions of aromatic rings can be exploited in the process of cocrystallization and the field of crystal engineering to stack and align unsymmetrical alkenes in CPRs to afford chiral cyclobutanes with up to four different aryl groups via binary cocrystals. Overall, we expect the process herein to be u

SUBMITTER: Sinnwell MA 

PROVIDER: S-EPMC9814370 | biostudies-literature | 2021 May

REPOSITORIES: biostudies-literature