Palladium-Catalyzed Intermolecular Ditrifluoromethoxylation of Unactivated Alkenes: CF<sub>3</sub>O-Palladation Initiated by Pd(IV).

Chen, Chaohuang; Luo, Yixin; Fu, Liang; Chen, Pinhong; Lan, Yu; Liu, Guosheng

Palladium-Catalyzed Intermolecular Ditrifluoromethoxylation of Unactivated Alkenes: CF₃O-Palladation Initiated by Pd(IV).

Chen, Chaohuang; Luo, Yixin; Fu, Liang; Chen, Pinhong; Lan, Yu; Liu, Guosheng.

Afiliação

Chen C; State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Luo Y; School of Chemistry and Chemical Engineering, Chongqing University , Chongqing 400030, China.
Fu L; State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Chen P; State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Lan Y; School of Chemistry and Chemical Engineering, Chongqing University , Chongqing 400030, China.
Liu G; State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.

J Am Chem Soc ; 140(4): 1207-1210, 2018 01 31.

Article em En | MEDLINE | ID: mdl-29303260

ABSTRACT

ABSTRACT

A novel palladium-catalyzed intermolecular ditrifluoromethoxylation of unactivated alkenes has been developed, using a new electrophilic reagent, SelectfluorCN, as a strong oxidant, and AgOCF3 as a trifluoromethoxide source. Preliminary mechanistic studies revealed that the reaction was possibly initiated by Pd(IV) species, and an unusual cis-addition of CF3O-Pd(IV) into the double bond leads to the formation of the first C-OCF3 bond; in addition, the second C-OCF3 bond was produced through reductive elimination at high-valent palladium center.

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Texto completo: 1 Bases de dados: MEDLINE Idioma: En Revista: J Am Chem Soc Ano de publicação: 2018 Tipo de documento: Article País de afiliação: China