The mechanism of the protodesilylation of allylsilanes which are disubstituted on C-3
作者:Ian Fleming、Decio Marchi、Shailesh K. Patel
DOI:10.1039/p19810002518
日期:——
3,3-Dialkylallylsilanes react with protons by two delicately balanced mechanisms. The allylsilane (5) reacts directly by protonation on C-3 of the allyl group, followed by loss of the silyl group. On the other hand, the allylsilanes (7) and (10) react, at least in part, by protonation on C-2, followed by hydride shift and loss of the silyl group. The overall result is the same, but the different pathways
3,3-二烷基烯丙基硅烷通过两个微妙的平衡机制与质子反应。烯丙基硅烷(5)通过在烯丙基的C-3上质子化,然后损失甲硅烷基而直接反应。另一方面,烯丙基硅烷(7)和(10)至少部分地通过在C-2上质子化,随后氢化物转移和甲硅烷基的损失而反应。总体结果是相同的,但是通过使用氘核代替质子揭示了不同的途径。