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

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.

Citation

Pavel A Demakov, Danil N Dybtsev, Vladimir P Fedin. Diastereoselective guest-shape dependent [2+2]-photodimerization of 2-cyclopenten-1-one trapped within a metal-organic framework. Chemical communications (Cambridge, England). 2023 Jul 27;59(61):9380-9383

PMID: 37432695

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