Issue 61, 2023

Diastereoselective guest-shape dependent [2+2]-photodimerization of 2-cyclopenten-1-one trapped within a metal–organic framework

Abstract

UV-induced [2+2] dimerization of 2-cyclopenten-1-one and 2-methyl-2-cyclopenten-1-one was successfully carried out in a single-crystal-to-single-crystal manner within a porous metal-organic framework. Intermolecular contacts direct the orientation of the α,β-enone molecules within the host channels, which drives the subsequent photoaddition reaction in a facile and diastereoselective fashion, yielding head-to-tail anti dimers only.

Graphical abstract: Diastereoselective guest-shape dependent [2+2]-photodimerization of 2-cyclopenten-1-one trapped within a metal–organic framework

Supplementary files

Article information

Article type
Communication
Submitted
03 May 2023
Accepted
19 Jun 2023
First published
11 Jul 2023

Chem. Commun., 2023,59, 9380-9383

Diastereoselective guest-shape dependent [2+2]-photodimerization of 2-cyclopenten-1-one trapped within a metal–organic framework

P. A. Demakov, D. N. Dybtsev and V. P. Fedin, Chem. Commun., 2023, 59, 9380 DOI: 10.1039/D3CC02162A

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