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Photo-induced metal-free dehydrogenative N-N homo-coupling.

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We report a photo-induced dehydrogenative N-N coupling of diarylimines, diarylamines, carbazoles, and anilines. These homo-coupling reactions require only the combination of readily available di-tert-butyl peroxide (DTBP) and light irradition. The… Click to show full abstract

We report a photo-induced dehydrogenative N-N coupling of diarylimines, diarylamines, carbazoles, and anilines. These homo-coupling reactions require only the combination of readily available di-tert-butyl peroxide (DTBP) and light irradition. The operationally simple protocol works under catalyst- and metal-free conditions and exhibits a good substrate scope. Preliminary mechanistic studies indicate that the reaction proceeds via photo-induced homolytic cleavage of the peroxide followed by hydrogen atom transfer leading to the formation of N-centered radicals.

Keywords: photo; metal free; photo induced; homo coupling; induced metal; free dehydrogenative

Journal Title: Chemical communications
Year Published: 2022

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