Photoinduced Syntheses and Reactivities of Phosphorus-Containing Interelement Compounds

The photoinduced reactions of tetraphenyl­diphosphine disulfide with a range of organic dichalcogenides successfully afforded a series of phosphorus­(V)–chalcogen interelement compounds via a radical process. The relative reactivities of the organic dichalcogenides (i.e., (PhS)2, (PhSe)2, and (PhTe)...

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Veröffentlicht in:Journal of organic chemistry 2020-11, Vol.85 (22), p.14708-14719
Hauptverfasser: Yamamoto, Yuki, Tanaka, Ryo, Ota, Miyuto, Nishimura, Misaki, Tran, Cong Chi, Kawaguchi, Shin-ichi, Kodama, Shintaro, Nomoto, Akihiro, Ogawa, Akiya
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Sprache:eng
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Zusammenfassung:The photoinduced reactions of tetraphenyl­diphosphine disulfide with a range of organic dichalcogenides successfully afforded a series of phosphorus­(V)–chalcogen interelement compounds via a radical process. The relative reactivities of the organic dichalcogenides (i.e., (PhS)2, (PhSe)2, and (PhTe)2) toward the PIII or PV groups in the diphosphine analogues under light were investigated in detail, and a convenient method was developed to form P–S or P–Se interelement compounds from tetraphenyl­diphosphine disulfide and (PhS)2 or (PhSe)2 upon photoirradiation. Furthermore, the relative photochemical properties and reactivities of tetraphenyldiphophine (P–P interelement compound) and its analogues toward photoinduced radical addition reactions were also discussed. The formed P–E (E = S, Se) interelement compounds could be utilized for ionic reactions, and they could be transformed into various phosphine reagents via one-pot processes.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c02014