Diarylpalladium complexes with a cis structure. Formation via transmetalation of arylboronic acids with an aryliodopalladium complex and intramolecular coupling of the aryl ligands, affording unsymmetrical biaryls

Kohtaro Osakada; Hiroyuki Onodera; Yasushi Nishihara

doi:10.1021/om049217i

Diarylpalladium complexes with a cis structure. Formation via transmetalation of arylboronic acids with an aryliodopalladium complex and intramolecular coupling of the aryl ligands, affording unsymmetrical biaryls

Kohtaro Osakada, Hiroyuki Onodera, Yasushi Nishihara

Research Institute for Interdisciplinary Science

Research output: Contribution to journal › Article › peer-review

39 Citations (Scopus)

Abstract

(2,4,6-Trifluorophenyl)- and (2,6-difluoropheny)boronic acids react with PdI(C₆H₄O-4-Me)(tmen) (tmen = N,N,N',N'- tetramethylethylenediamine) in the presence of Ag₂O to produce cis-diarylpalladium complexes with a tmen ligand via intermolecular transfer of the fluorophenyl group from B to Pd. The isolated complexes undergo coupling of the two aryl ligands upon heating the solution to 45-60 °C to afford unsymmetrical biaryls.

Original language	English
Pages (from-to)	190-192
Number of pages	3
Journal	Organometallics
Volume	24
Issue number	2
DOIs	https://doi.org/10.1021/om049217i
Publication status	Published - Jan 17 2005

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1021/om049217i

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Diarylpalladium complexes with a cis structure. Formation via transmetalation of arylboronic acids with an aryliodopalladium complex and intramolecular coupling of the aryl ligands, affording unsymmetrical biaryls. / Osakada, Kohtaro; Onodera, Hiroyuki; Nishihara, Yasushi.

In: Organometallics, Vol. 24, No. 2, 17.01.2005, p. 190-192.

Research output: Contribution to journal › Article › peer-review

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abstract = "(2,4,6-Trifluorophenyl)- and (2,6-difluoropheny)boronic acids react with PdI(C6H4O-4-Me)(tmen) (tmen = N,N,N',N'- tetramethylethylenediamine) in the presence of Ag2O to produce cis-diarylpalladium complexes with a tmen ligand via intermolecular transfer of the fluorophenyl group from B to Pd. The isolated complexes undergo coupling of the two aryl ligands upon heating the solution to 45-60 °C to afford unsymmetrical biaryls.",

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AB - (2,4,6-Trifluorophenyl)- and (2,6-difluoropheny)boronic acids react with PdI(C6H4O-4-Me)(tmen) (tmen = N,N,N',N'- tetramethylethylenediamine) in the presence of Ag2O to produce cis-diarylpalladium complexes with a tmen ligand via intermolecular transfer of the fluorophenyl group from B to Pd. The isolated complexes undergo coupling of the two aryl ligands upon heating the solution to 45-60 °C to afford unsymmetrical biaryls.

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