Deboronation of C-substituted ortho- and meta-closo-carboranes using ''wet'' fluoride ion solutions

Deboronation of C-substituted ortho- and meta-closo-carboranes using ''wet'' fluoride ion solutions
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DOI:
10.1016/0277-5387(95)00297-6
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发表时间:
1996-02-01
期刊:
影响因子:
2.6
通讯作者:
Colquhoun, HM
Colquhoun, HM
中科院分区:
化学3区
文献类型:
--
作者:
Fox, MA;Gill, WR;Colquhoun, HM

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研究发现,水合四丁基氟化铵比无水盐更有效地将邻位和间位接近碳硼烷衍生物R'R " C2B10H10转化为中性碳硼烷阴离子[R'R " C2B9H10](-),从而获得一些难以制备或难以获得的新型中性碳硼烷衍生物。使用其他的波化试剂,特别是元碳硼烷衍生物[7,9-R'R '-7,9- c2b9h10](-) [Bu(4)N](+) (R' = 4- hoc6h4, 4- o2nc6h4; R' = H和R' = R' = 4- phoc (6)H(4), 4- o2nc6h4, 2-C5H4N, 4- h2nc6h4)。以双(对溴苯基-邻碳硼基)苯1,4-[4- brc6h4cb10h10c]2C6H4为原料,采用盐1,4-[7-(4- brc6h4)C2B9H10]2C6H42- [Bu(4)N(+)](2),测定了两种笼化所需的四丁基氟化铵的用量。
Hydrated tetrabutylammonium fluoride has been found to be more effective than the anhydrous salt as a reagent for the conversion of ortho and meta closo-carborane derivatives, R'R '' C2B10H10 into nido-carborane anions, [R'R '' C2B9H10](-), allowing access to a number of new nido-carborane derivatives difficult to prepare, or inaccessible. using other deboronating reagents, notably the meta-carborane derivatives, [7,9-R'R ''-7,9-C2B9H10](-) [Bu(4)N](+) (R' = 4-HOC6H4, 4-O2NC6H4; R '' = H and R' = R '' = 4-PhOC(6)H(4), 4-O2NC6H4, 2-C5H4N, 4-H2NC6H4). Experiments with the bis(p-bromophenyl-ortho-carboranyl) benzene, 1,4-[4-BrC6H4CB10H10C]2C6H4, carried out to determine the quantity of tetrabutylammonium fluoride needed to deboronate both cages, afforded the salt 1,4-[7-(4-BrC6H4)C2B9H10]2C6H42- [Bu(4)N(+)](2).