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Demonstrates photocatalytic conversion of arylphosphines into cyclohexadienylphosphonium salts, indicating potential for structural diversity.
A photocatalytic dearomatizing cycloaddition of arylphosphines with alkenes is described as a strategy for structural reprogramming of arylphosphines. This reaction converts the aryl unit of phosphines into three-dimensional cyclohexadiene frameworks through phosphine radical cation generation, alkene addition, and dearomative cyclization. Bulky P -substituents play a key role in selectively affording 1,4-cyclohexadiene products. The reaction tolerates a range of alkenes, including functionalized and natural-product-derived substrates, and exhibits high diastereoselectivity with several unsymmetrical alkenes.
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Sakurada et al. (2026) studied this question.
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