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Reactivity of sulfonyl-containing compounds with ditetrelenes
Dalton Transactions ( IF 4 ) Pub Date : 2017-10-30 00:00:00 , DOI: 10.1039/c7dt02374j
Nada Y. Tashkandi 1, 1, 2, 3, 4 , Jeremy L. Bourque 1, 2, 3, 4 , Kim M. Baines 1, 2, 3, 4
Affiliation  

The addition of a variety of sulfones and a sulfoxide to ditetrelenes (a disilene and a digermene) was examined. The reaction of benzenesulfonyl chloride with tetramesityldisilene or tetramesityldigermene results in the formation of the 1,2-addition products, 2-chlorotetramesityldisilyl- or digermylbenzenesulfinate. The addition of p-toluenesulfonyl chloride to the disilene gave the analogous product, 2-chlorotetramesityldisilyl p-toluenesulfinate. In contrast, benzenesulfonyl fluoride, diphenyl and dimethyl sulfone did not react with either the disilene or the digermene. The unprecedented formation of the sulfinates reveals a selective 2-electron reduction of the sulfur centres using ditetrelenes. The addition reactions of sulfonyl compounds illustrates the potential of ditetrelenes to serve as reducing agents which react rapidly, at room temperature under mild conditions. The reaction of tetramesityldisilene with diphenyl sulfoxide resulted in the formation of tetramesityloxadisilirane and with benzene sulfonic acid resulted in the formation of 1,1,2,2-tetramesityldisilyl benzenesulfonate.

中文翻译:

含磺酰基化合物与对苯二甲酸的反应活性

考察了在二对苯二甲酸(二烯和二锗烯)中添加了多种砜和亚砜的情况。苯磺酰氯与四甲苯基二ilene或四甲基苯二甲醛的反应导致形成1,2-加成产物2-氯四甲苯基二甲硅烷基-或二锗烷基苯亚磺酸盐。二甲苯中加入甲苯磺酰氯,得到类似的产物2-氯四甲磺酰基二甲硅烷基p。-甲苯亚磺酸盐。相反,苯磺酰氟,二苯基和二甲基砜既不与二烯或二锗烯反应。亚硫酸盐的空前形成揭示了使用对苯二酚选择性地将硫中心的2电子还原。磺酰基化合物的加成反应说明了二对苯二甲酸作为还原剂的潜力,该还原剂在室温和温和条件下迅速反应。四甲二甲苯二烯与二苯基亚砜的反应导致形成四甲乙二硅烷基硅烷,与苯磺酸的反应导致形成1,1,2,2-四甲二甲硅烷基苯磺酸盐。
更新日期:2017-11-15
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