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Radical cation Diels-Alder reactions of arylidene cycloalkanes.

ABSTRACT: TiO₂ photoelectrochemical and electrochemical radical cation Diels-Alder reactions of arylidene cycloalkanes are described, leading to the construction of spiro ring systems. Although the mechanism remains an open question, arylidene cyclobutanes are found to be much more effective in the reaction than other cycloalkanes. Since the reaction is completed with a substoichiometric amount of electricity, a radical cation chain pathway is likely to be involved.

SUBMITTER: Nakayama K

PROVIDER: S-EPMC9443414 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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Radical cation Diels-Alder reactions of arylidene cycloalkanes.

Nakayama Kaii K Kamiya Hidehiro H Okada Yohei Y

Beilstein journal of organic chemistry 20220825

TiO<sub>2</sub> photoelectrochemical and electrochemical radical cation Diels-Alder reactions of arylidene cycloalkanes are described, leading to the construction of spiro ring systems. Although the mechanism remains an open question, arylidene cyclobutanes are found to be much more effective in the reaction than other cycloalkanes. Since the reaction is completed with a substoichiometric amount of electricity, a radical cation chain pathway is likely to be involved. ...[more]

PMID: 36105722

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