Cage-fluorination during deboronation of meta-carboranes

被引:29
作者
Fox, MA [1 ]
Wade, K [1 ]
机构
[1] UNIV DURHAM,DEPT CHEM,DURHAM DH1 3LE,ENGLAND
关键词
carborane; deboronation; fluorination; fluoride ion; multinuclear NMR; rearrangement;
D O I
10.1016/S0277-5387(96)00520-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reactions of the meta carboranes 1,7-RR'-1,7-C2B10H10 (R, R' = Me; R = Ph, R' = Me; R, R' = Ph; R, R' = 4-FC6H4) with tetrabutylammonium fluoride hydrate (TBAFH) in refluxing tetrahydrofuran gave the corresponding nido-7,9-RR'-7,9-C2B9H10- salts, The aryl carboranes and TBAFH also yielded salts of the B-fluorinated anions 10-F-7,9-RR'-7,9-C2B9H9- and 3-F-7,9-RR'-7,9-C2B9H9-. The reaction of 1,7-(4-FC6H4)(2)-1,7-C2B10H10 with TBAFH monitored by F-19 NMR showed cage fluorination occurred during deboronation to give 10-F-7,9-(4-FC6H4)(2)-7,9-C2B9H9-. The latter anion rearranged spontaneously to 3-F-7,9-(4-FC6H4)(2)-7,9-C2B9H9- under the reaction conditions. The B-11, C-13, H-1 and F-19 NMR spectra of the carboranes have been assigned. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:2517 / 2525
页数:9
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