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Hetero-intermolecular [2+2] photocycloaddition of 1,4-dihydropyridines: a combined experimental and DFT study

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Abstract

In this article, the hetero-intermolecular [2+2] photocycloaddition of 1,4-dihydropyridines (1,4-DHPs) in solution was reported, wherein head-to-tail (HT) dimeric products (syn-dimers and cage dimers) were formed exclusively through successive inter- and intra-molecular [2+2] cycloaddition. The effects of irradiation wavelength, solvents and substituents on the efficiency of these transformations were investigated. To shed light on the intrinsic characteristics and stereoselectivity of the photocycloaddition, DFT and TDDFT theoretical calculations were carried out to reveal detailed reaction processes.

Graphical abstract: Hetero-intermolecular [2+2] photocycloaddition of 1,4-dihydropyridines: a combined experimental and DFT study

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Publication details

The article was received on 04 May 2018, accepted on 04 Sep 2018 and first published on 05 Sep 2018


Article type: Paper
DOI: 10.1039/C8NJ02192A
Citation: New J. Chem., 2018, Advance Article
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    Hetero-intermolecular [2+2] photocycloaddition of 1,4-dihydropyridines: a combined experimental and DFT study

    Q. Fan, H. Tan, P. Li and H. Yan, New J. Chem., 2018, Advance Article , DOI: 10.1039/C8NJ02192A

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