Unexpected Formation of Triphenylborane from Phenylboronic Acid and Its Use as an Intermediate in Palladium‐Catalyzed Cross Coupling Reaction | Zendy

Motokura Ken | Zendy; Fukuda Takuma | Zendy; Manaka Yuichi | Zendy

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Unexpected Formation of Triphenylborane from Phenylboronic Acid and Its Use as an Intermediate in Palladium‐Catalyzed Cross Coupling Reaction

Author(s) -

Motokura Ken,

Fukuda Takuma,

Manaka Yuichi

Publication year - 2019

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201902950

Subject(s) - phenylboronic acid , palladium , catalysis , solvent , chemistry , coupling reaction , base (topology) , biphenyl , polymer chemistry , coupling (piping) , benzene , organic chemistry , medicinal chemistry , materials science , metallurgy , mathematical analysis , mathematics

Triphenylborane was unexpectedly formed from phenylboronic acid in the presence of an inorganic base and a polar solvent. When K 2 CO 3 was used as the base and DMF was used as the solvent, 0.22 mmol of triphenylborane was obtained from 1.5 mmol of phenylboronic acid after 1 h at 130 °C. The in‐situ formed triphenylborane reacted with chorobenzene over a supported Pd catalyst to afford biphenyl as the cross coupling product.

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