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Catalytic Use of Low‐Valent Cationic Gallium(I) Complexes as π‐Acids
Author(s) -
Li Zhilong,
Thiery Guillaume,
Lichtenthaler Martin R.,
Guillot Régis,
Krossing Ingo,
Gandon Vincent,
Bour Christophe
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701081
Subject(s) - chemistry , gallium , catalysis , cationic polymerization , lewis acids and bases , alkyne , alkene , salt (chemistry) , organic chemistry , medicinal chemistry , polymer chemistry
Transformations of alkene and alkyne substrates relevant to π‐Lewis acid catalysis have been performed using low‐valent Ga(I) species for the first time. [Ga(I)(PhF) 2 ] + [Al(OR F ) 4 ] − and gallium dichloride (i. e. [Ga(I)] + [GaCl 4 ] − ) proved to be efficient catalysts for cycloisomerizations, Friedel‐Crafts reactions, transfer hydrogenations, and reductive hydroarylations. Their activity is compared to more common Ga(III) complexes. This study shows that even the readily available and yet overlooked gallium dichloride salt can be a more active π‐Lewis acid catalyst than gallium trichloride or other Ga(III) species.