期刊
POLYHEDRON
卷 59, 期 -, 页码 29-37出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.poly.2013.04.032
关键词
N-Heterocyclic carbene; Ferrocenyl; Pyridyl; Silver; Catalytic activity
资金
- National Natural Science Foundation of China [20972075]
A series of N-heterocyclic carbene (NHC) silver complexes derived from N-ferrocenylmethyl-N'-(pyridylmethyl)imidazolium iodides have been synthesized, which show remarkable structural diversity. Reaction of N-ferrocenylmethyl-N'-(2-pyridylmethyl)imidazolium iodide with Ag2O yielded stair-like NHC-Ag complexes, whose assembly modes significantly depended on experimental conditions. Reaction of N-ferrocenylmethyl-N'-(4-pyridylmethyl)imidazolium iodide with Ag2O yielded a chain NHC-Ag complex with a repeating 16-membered macrocyclic unit. However, similar reaction of N-ferrocenylmethyl-N'-(3-pyridylmethyl)imidazolium iodide with Ag2O only gave a dimeric NHC-Ag complex through bridging iodide. In these NHC-Ag complexes, 2- and 4-pyridyl-substituted NHCs act as bridging bidentate ligands through the pyridyl nitrogen and carbene carbon atoms, while 3-pyridyl-substituted NHC only acts as a monodentate ligand through the carbene carbon atom. An I/CI exchange reaction was observed upon recrystallization of these NHC silver iodides in CH2Cl2. These NHC-Ag complexes exhibited highly effective catalytic activity in the three-component coupling reaction of alkyne, aldehyde and amine to generate propargylamines. (C) 2013 Elsevier Ltd. All rights reserved.
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