期刊
JOURNAL OF ORGANOMETALLIC CHEMISTRY
卷 694, 期 15, 页码 2454-2462出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2009.03.014
关键词
N-heterocyclic carbene; Amidinium salt; Deprotonation; Silver complex; Copper complex; Transmetallation
Reactions of neat 1,3- and 1,4-dibromides with N,N'-diarylformamidines in the presence of diisopropylethylamine (DIPEA) afford corresponding amidinium salts in high yields (>80%). Six- and seven-membered ring amidinium salts bearing bulky Mes (2,4,6-Me3C6H2) and Dipp (2,6-(Pr2C6H3)-Pr-i) aryl groups were prepared using this method. Free six-membered ring carbene 6-Dipp was generated from amidinium salt using LiHMDS as a base. NHC-Ag(I) complexes were obtained by the reactions of amidinium salts with Ag2O. NHC complexes of Pd and Rh are not accessible by deprotonation of amidinium salts, nor by transmetallation of Ag(I) complexes. However NHC-Cu(I) complexes were obtained by transmetallation of NHC-Ag(I). Thus, transmetallation of six- and seven-membered NHC-Ag(I) complexes was documented for the first time. (C) 2009 Elsevier B.V. All rights reserved.
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