Intramolecular C-F and C-H bond cleavage promoted by butadienyl heavy   Grignard reagents

doi:10.1038/ncomms5508

CORC > 北京大学 > 化学与分子工程学院

	Intramolecular C-F and C-H bond cleavage promoted by butadienyl heavy Grignard reagents
	Li, Heng ; Wang, Xiao-Ye ; Wei, Baosheng ; Xu, Ling ; Zhang, Wen-Xiong ; Pei, Jian ; Xi, Zhenfeng
刊名	nature communications
	2014
关键词	POLYSUBSTITUTED NAPHTHALENE DERIVATIVES ORGANOMETALLIC COMPOUNDS CARBONYL-COMPOUNDS REGIOSELECTIVE SYNTHESIS PENTALENE DERIVATIVES TRANSITION-METAL ARYL-CALCIUM BARIUM ACTIVATION STRONTIUM
DOI	10.1038/ncomms5508
英文摘要	Organomagnesium compounds (Grignard reagents) are among the most useful organometallic reagents and have greatly accelerated the advancement of synthetic chemistry and related sciences. Nevertheless, heavy Grignard reagents based on the metals calcium, strontium or barium are not widely used, mainly due to their rather inert heavy alkaline-earth metals and extremely high reactivity of their corresponding Grignard-type reagents. Here we report the generation and reaction chemistry of butadienyl heavy Grignard reagents whose extremely high reactivity is successfully tamed. Facile synthesis of perfluoro-pi-extended pentalene and naphthalene derivatives is realized by the in situ generated heavy Grignard reagents via intramolecular C-F/C-H bond cleavage. These obtained perfluorodibenzopentalene and perfluorodinaphthopentalene derivatives show low-lying LUMO levels, with one being the lowest value so far among all pentalene derivatives. Our results set an exciting example for the meaningful synthetic application of heavy Grignard reagents.; Multidisciplinary Sciences; SCI(E); PubMed; 0; ARTICLE; zfxi@pku.edu.cn; 4508; 5
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/342061]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Li, Heng,Wang, Xiao-Ye,Wei, Baosheng,et al. Intramolecular C-F and C-H bond cleavage promoted by butadienyl heavy Grignard reagents[J]. nature communications,2014.
APA	Li, Heng.,Wang, Xiao-Ye.,Wei, Baosheng.,Xu, Ling.,Zhang, Wen-Xiong.,...&Xi, Zhenfeng.(2014).Intramolecular C-F and C-H bond cleavage promoted by butadienyl heavy Grignard reagents.nature communications.
MLA	Li, Heng,et al."Intramolecular C-F and C-H bond cleavage promoted by butadienyl heavy Grignard reagents".nature communications (2014).