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Synthesis of new boron complexes: application to transfer hydrogenation of acetophenone derivatives
Author(s) -
Kilic Ahmet,
Kayan Cezmi,
Aydemir Murat,
Durap Feyyaz,
Durgun Mustaf,
Baysal Akın,
Tas Esref,
Gümgüm Bahattin
Publication year - 2011
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1779
Subject(s) - chemistry , acetophenone , boron , dichloromethane , aniline , chloroform , reagent , tetrahydrofuran , catalysis , transfer hydrogenation , borane , organic chemistry , medicinal chemistry , solvent , ruthenium
Two new boron complexes were synthesized from N ‐[3‐(methylmercapto)aniline]‐3,5‐di‐ tert ‐butylsalicylaldimine ( LH ) with boron reagent BPh 3 or BF 3 .Et 2 O. These boron complexes are stable and easily soluble in protic solvents such as ethanol (C 2 H 5 OH) but hardly soluble in nonprotic solvents such as chloroform (CHCl 3 ), dichloromethane (CH 2 Cl 2 ) and tetrahydrofuran (THF). All new boron complexes have been fully characterized by both analytical and spectroscopic methods. The catalytic activities of complexes [LBPh 2 ], 2 , and [LBF 2 ], 3 , in the transfer hydrogenation of acetophenone derivatives were tested. Stable boron complexes were found to be efficient catalysts in the transfer hydrogenation of aromatic ketones in good conversions up to 99% in the presence of iso ‐PrOH/KOH. Copyright © 2011 John Wiley & Sons, Ltd.