Gold Sulfonium Benzylide Complexes Undergo Efficient Benzylidene Transfer to Alkenes | Zendy

Carden Robert G. | Zendy; Widenhoefer Ross A. | Zendy

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Gold Sulfonium Benzylide Complexes Undergo Efficient Benzylidene Transfer to Alkenes

Author(s) -

Carden Robert G.,

Widenhoefer Ross A.

Publication year - 2019

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201902845

Subject(s) - sulfonium , chemistry , medicinal chemistry , cationic polymerization , styrene , sulfide , boron , polymer chemistry , organic chemistry , salt (chemistry) , copolymer , polymer

The gold sulfonium benzylide complexes [( P1 )AuCHPh(SR 1 R 2 )] + {B[3,5‐CF 3 C 6 H 3 ] 4 } − [ P1 =P( t Bu) 2 o ‐biphenyl; R 1 , R 2 =‐(CH 2 ) 4 ‐ ( 1 a ); R 1 =Et, R 2 =Ph ( 1 b ); R 1 =R 2 =Ph ( 1 c )] were synthesized by reaction of the gold α‐chloro benzyl complex ( P1 )AuCHClPh with sodium tetrakis[3,5‐bis(trifluoromethyl)phenyl]borate and excess sulfide. Complexes 1 undergo efficient benzylidene transfer to alkenes and DMSO under mild conditions without external activation. Kinetic analysis of the reaction of 1 c with styrene was consistent with the intermediacy of the cationic gold benzylidene complex [( P1 )AuCHPh] + ( I ).

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