Journal of Organometallic Chemistry p. 85 - 95 (1996)
Update date:2022-08-30
Topics:
Andrews, Philip C.
Barnett, Nicholas D.R.
Mulvey, Robert E.
Clegg, William
O'Neil, Paul A.
Barr, Donald
Cowton, Lucy
Dawson, Andrea J.
Wakefield, Basil J.
Two related sodium amide complexes derived from secondary amines with bulky organic substituents have been synthesised and crystallographically characterised. Both [(iPr)2NNa(TMEDA)]2 and [Cy(iPr)NNa(TMEDA)]2 adopt dimeric crystal structures with a central, planar (nitrogen-metal)2 azametallocycle, a now familiar feature in both lithium amide and sodium amide chemistry. TMEDA ligands chelate in their usual bidentate manner making the Na+ cations four-coordinate with a distorted tetrahedral geometry. In the latter complex, the amido substituents are disposed in a trans conformation with respect to the (NNa)2 ring plane. The deprotonating ability of the former complex has been tested against that of the parent amide [(iPr)2NNa]∞ and the lithium congener [(iPr)2NLi]∞ (LDA) in a series of simple organic reactions: selective enolate formation from 2-octanone and 2-methylcyclohexanone; synthesis of diphenylacetic acid via diphenylmethane. In general, the performance of the sodium reagents compares favourably with that of the lithium reagent.
View MoreContact:+86-519-86339586,13584329896
Address:Changzhou Scientific and Education Park
Zibo Ocean International Trade Co.,Ltd
Contact:+86 533 5160706
Address:1117, Hongtai Bld., Songling rd, Zichuan,Zibo,Shandong,China
Guangzhou Reachin Chemical Co., Ltd
Contact:+86-20-37087379 ext.604
Address:A122C-1, Tianyuan Plaza, 401 Tianyuan Rd., Tianhe, Guangzhou, China
HangZhou HuaYe Chemical Technology Co.,Ltd
Contact:+86-13505815007
Address:hangzhou
CHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD
website:http://www.czyys.com
Contact:0086-519-88802789
Address:No.300,Yanling Middle Road, Changzhou, Jiangsu, China
Doi:10.1007/s10562-010-0341-0
(2010)Doi:10.3390/molecules23040709
(2018)Doi:10.1055/s-1996-4315
(1996)Doi:10.1039/c5ra07612a
(2015)Doi:10.1016/j.cclet.2010.10.046
(2011)Doi:10.1021/ja9064377
(2010)