1993
DOI: 10.1021/ic00063a014
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Synthesis of S-alkyl and S-acyl derivatives of mercaptoundecahydrododecaborate, a possible boron carrier for neutron capture therapy

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Cited by 94 publications
(93 citation statements)
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“…The mechanism by which BSH interacts with the membrane head group is not evident from our results. As most tetramethylammonium salts of B 12 H 12 2À derivatives, including BSH, are insoluble in water, [11] the quaternary ammonium group of the choline unit might be involved. Our observation that small concentrations of BSH already change the DSC behavior in the pretransition region, where changes in the arrangement of the head groups and the formation of ripple phases are believed to take place, [12] support this view.…”
Section: à5mentioning
confidence: 99%
“…The mechanism by which BSH interacts with the membrane head group is not evident from our results. As most tetramethylammonium salts of B 12 H 12 2À derivatives, including BSH, are insoluble in water, [11] the quaternary ammonium group of the choline unit might be involved. Our observation that small concentrations of BSH already change the DSC behavior in the pretransition region, where changes in the arrangement of the head groups and the formation of ripple phases are believed to take place, [12] support this view.…”
Section: à5mentioning
confidence: 99%
“…[10] The first includes the introduction of a primary substituent (-OH, -SH, -NH 2 ) followed by modification of this substituent by using standard methods of organic chemistry. [11][12][13] The second approach is based on the preparation of cyclic oxonium derivatives of closo-dodecaborate followed by ring opening with various nucleophilic reagents. [14] This method is very efficient for the synthesis of derivatives with pendant functional groups connected to the boron cage through flexible spacers of 5-6 atoms and can be successfully applied to other types of polyhedral boron hydrides.…”
Section: Main Types Of Polyhedral Boron Hydridesmentioning
confidence: 99%
“…A number of boron-containing porphyrins based on natural porphyrins and the closo-dodecaborate anion were described [35][36][37][38]. The sulfur atom of the mercaptoundecahydro-closo-dodecaborate anion, [B 12 H 11 SH] 2À , can be acylated readily with acyl chlorides to give surprisingly stable thioesters.…”
Section: Scheme 10mentioning
confidence: 99%