The Palladium-Catalysed Cross-Coupling Reaction of Lithium Polyfluorophenyltrimethoxyborates with 4-Fluoroiodobenzene | Sciact - CRIS-system of Boreskov Institute of Catalysis

The Palladium-Catalysed Cross-Coupling Reaction of Lithium Polyfluorophenyltrimethoxyborates with 4-Fluoroiodobenzene Full article

Journal

Journal of Fluorine Chemistry
ISSN: 0022-1139

Output data

Year: 2003, Volume: 122, Number: 2, Pages: 195-199 Pages count : 5 DOI: 10.1016/s0022-1139(03)00088-5

Tags

Polyfluoroarylborates; Methoxyborates; Cross-coupling; Polyfluorobiphenyls; Palladium catalysis; Silver oxide

Authors

Frohn Hermann-Josef ¹ , Adonin Nicolay Yu ² , Bardin Vadim V ² , Starichenko Vladimir F ²

Affiliations

1	Institute of Chemistry, Inorganic Chemistry, University Duisburg-Essen, Lotharstr. 1, MC 363, D-47048 Duisburg, Germany
2	N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, Acad. Lavrentjev Avenue 9, 630090 Novosibirsk, Russia

Li[C6F5B(OMe)3], Li[C6HF4B(OMe)3] (all three isomers) and Li[3,4,5-C6H2F3B(OMe)3] are the first examples of polyfluorophenyltrimethoxyborate salts which have been applied as reagents to Pd-catalysed cross-coupling reactions. A series of polyfluorinated biphenyls C6H5−nFn-C6H4F-4′ were obtained from Li[C6H5−nFnB(OMe)3] and the model substrate 4-FC6H4I in the presence of Pd catalysts. The influence of the number and the position of fluorine atoms in the polyfluorophenyltrimethoxyborate salts on the reactivity in the coupling reaction was elucidated. Lithium polyfluorophenyltrimethoxyborates are suitable reagents for Pd-catalysed coupling reactions with the weak electrophilic reagent 4-FC6H4I. The addition of Ag2O increased the efficiency.

Frohn H-J. , Adonin N.Y. , Bardin V.V. , Starichenko V.F.
The Palladium-Catalysed Cross-Coupling Reaction of Lithium Polyfluorophenyltrimethoxyborates with 4-Fluoroiodobenzene
Journal of Fluorine Chemistry. 2003. V.122. N2. P.195-199. DOI: 10.1016/s0022-1139(03)00088-5 WOS Scopus РИНЦ ANCAN OpenAlex

Submitted:	Jan 6, 2003
Accepted:	Mar 13, 2003
Published online:	May 7, 2003
Published print:	Aug 1, 2003

Web of science:	WOS:000184654600009
Scopus:	2-s2.0-0041802882
Elibrary:	13419558
Chemical Abstracts:	2003:580605
Chemical Abstracts (print):	140:128102
OpenAlex:	W1972998333

DB	Citing
Web of science	24
Scopus	25
OpenAlex	26