Homolytic cleavage of peroxide bonds via a single electron transfer of a frustrated Lewis pair.

Liu, Liu Leo; Cao, Levy L; Zhu, Diya; Zhou, Jiliang; Stephan, Douglas W

Liu, Liu Leo; Cao, Levy L; Zhu, Diya; Zhou, Jiliang; Stephan, Douglas W.

Afiliación

Liu LL; Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario M5S 3H6, Canada. dstephan@chem.utoronto.ca.
Cao LL; Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario M5S 3H6, Canada. dstephan@chem.utoronto.ca.
Zhu D; Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario M5S 3H6, Canada. dstephan@chem.utoronto.ca.
Zhou J; Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario M5S 3H6, Canada. dstephan@chem.utoronto.ca.
Stephan DW; Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario M5S 3H6, Canada. dstephan@chem.utoronto.ca.

Chem Commun (Camb) ; 54(54): 7431-7434, 2018 Jul 11.

Article en En | MEDLINE | ID: mdl-29781011

ABSTRACT

ABSTRACT

Single electron transfer (SET) reactions are effected by the combination of a Mes3P/B(C6F5)3 frustrated Lewis pair with benzoyl peroxide derivatives. The resulting homolytic cleavage of the peroxide bonds affords the radical salts [Mes3PË]+[RCOOB(C6F5)3]- (R = Ph 1, p-BrC6H42, p-MeC6H43). These species react with Ph3SnH to give [Mes3PH]+[RCOOB(C6F5)3]- (R = Ph 10, p-BrC6H411, p-MeC6H412) and (Ph3Sn)2. The mechanism of these SET reactions is discussed in light of control experiments and DFT calculations.

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Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2018 Tipo del documento: Article País de afiliación: Canadá

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