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Exploration of the Fluoride Reactivity of Aryltrifluoroborate on Selective Cleavage of Diphenylmethylsilyl Groups
European Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-06-15 , DOI: 10.1002/ejoc.202000707
Katsumasa Fujiki 1 , Katsunori Tanaka 1, 2, 3
Affiliation  

The unique fluoride reactivity of phenyltrifluoroborate in the desilylation of diphenylmethylsilyl groups is controlled by substituents on the benzene ring. The fluorine on trifluoroborate interacts with silicon and activates the Si–O bond to enable selective desilylation of the diphenylmethylsilyl group. Selective desilylation of a primary silyl ether in the presence of a secondary silyl ether by the trifluoroborate was also successful.
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中文翻译:

三氟硼酸芳基酯对二苯基甲基硅烷基团选择性裂解的氟化反应性探索

三氟硼酸苯酯在二苯基甲基甲硅烷基的去甲硅烷基化中独特的氟化物反应性受苯环上的取代基控制。三氟硼酸酯上的氟与硅相互作用并激活Si-O键,从而使二苯甲基甲硅烷基选择性脱甲硅烷基化。在存在仲甲硅烷基醚的情况下,三氟硼酸酯对伯甲硅烷基醚的选择性脱甲硅烷基也成功。
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更新日期:2020-08-03
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