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题名: Chemoselective stepwise demetalation of unusually stable Fischer biscarbene complexes by domino [4+2]/[2+2] cycloaddition of 2-isopropenyl-2-oxazoline to 1-alkynyl Fischer carbene complexes of chromium and tungsten
作者: Chen, JZ;  Yu, ZK;  Zheng, ZY;  Gu, KC;  Wu, SH;  Zeng, FL;  Tan, WQ;  Wu, XW;  Xiao, WJ
刊名: ORGANOMETALLICS
发表日期: 2005-01-17
DOI: 10.1021/om049213d
卷: 24, 期:2, 页:302-308
收录类别: SCI ;  IC
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Inorganic & Nuclear ;  Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: Domino [4+2]/[2+2] cycloaddition of 2-isopropenyl-2-oxazoline 2 to 1-alkynyl Fischer carbene complexes (CO)(5)M=C(OEt)C=CPh 1 (a, M = Cr; b, W) in a 1:2 molar ratio afforded unusually stable biscarbene complexes 3a and 3b containing a novel four-, five-, and six-membered tricyclic core in 99.6% and 45.2% yields, respectively. Chain-opening beta-aminoalkenyl monocarbene complex 4b and beta-amidoalkenyl monocarbene complex 5b of tungsten were also isolated from the cycloaddition upon treatment of the reaction mixture of 1b and 2 on silica gel. Partial and full oxidation of 3a,b with pyridine N-oxide underwent efficient chemoselective stepwise demetalation to afford the corresponding monocarbene complexes 6a,b and organic diester 7, respectively, under mild conditions. The X-ray crystallographic study revealed the presence of a four-, five-, and six-membered tricyclic core in compounds 3, 6, and 7, and the methyl and oxazolindinyl groups derived from oxazoline 2 are positioned syn with respect to the azabicyclo[4.2.0]octadiene bicyclic moiety, which is oriented in the opposite direction. X-ray crystal structural data are reported for the bis- and monocarbene complexes 3a, 5b, and 6b as well as for diester 7.
关键词[WOS]: TRANSITION-METAL-COMPLEXES ;  ORGANIC SYNTHESES ;  REARRANGEMENT
语种: 英语
WOS记录号: WOS:000226266200019
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/139706
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Liaoning, Peoples R China
2.Cent China Normal Univ, Coll Chem, Wuhan 430079, Peoples R China

Recommended Citation:
Chen, JZ,Yu, ZK,Zheng, ZY,et al. Chemoselective stepwise demetalation of unusually stable Fischer biscarbene complexes by domino [4+2]/[2+2] cycloaddition of 2-isopropenyl-2-oxazoline to 1-alkynyl Fischer carbene complexes of chromium and tungsten[J]. ORGANOMETALLICS,2005,24(2):302-308.
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