Syntheses and reactions of some new C-pentafluorophenyl and tetrafluorophenylene carborane systems

被引:11
作者
Batsanov, AS [1 ]
Fox, MA [1 ]
Howard, JAK [1 ]
Wade, K [1 ]
机构
[1] Univ Durham, Sci Labs, Dept Chem, Durham DH1 3LE, England
基金
英国工程与自然科学研究理事会;
关键词
hexafluorobenzene; ortho carborane; meta carborane; para carborane; crystal structure; multinuclear NMR;
D O I
10.1016/S0022-328X(99)00672-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of para-PhCB10H10CLi with excess C6F6 produced para-PhCB10H10CC6F5 (52%) and the tetrafluorophenylene bridged system 1,4-(para-PhCB10H10C)(2)C6F4 (31%). The C-pentafluorophenyl compound para-PhCB10H10CC6F5 afforded good yields of 1,4-tetrafluorophenylene bridged carboranes with suitable nucleophilic reagents: 1-(para-PhCB10H10C)-4-(ortho-HCB10H10C)C6F4 from ortho-HCB10H10CLi, 1-(para-PhCB10H10C)-4-HOC6F4 from KOH and 1-(para-PhCB10H10C)-4-EtOC6F4 from KOEt. Addition of the monolithiated carborane, meta-PhCB10H10CLi, to excess C6F6 produced meta-PhCB10H10CC6F5 (19%) and the two-cage carborane 1,4-(meta-PhCB10H10C)(2)C6F4 (70%). Reactions of the novel C-pentafluorophenyl meta carborane, meta-PhCB10H10CC6F5 with nucleophiles, ortho-HCB10H10CLi and " BuLi, gave 1-(meta-PhCB10H10C)-4-(ortho-HCB10H10C)C6F4 and 1-(meta-PhCB10H10C)-4-" BuC6F4, respectively. The structure of 1-(para-PhCB10H10C)-4-EtOC6F4 was determined by a single crystal X-ray diffraction study. (C) 2000 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:157 / 163
页数:7
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