没有催化剂的区域选择性二玻里化与四 ((o-tolyl) diborane ((4))
Xiaofeng Mao1, Zhenpin Lu2, Jie Zhang1
1Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, N. T., Hong Kong, China.
这项研究引入了一种新的,无催化剂的方法,用于1,2-二氧化二甲化合物的二氧化二甲. 这种高效的过程利用两个玻里尔单元形成新的碳-键,使选择性二玻里化成为可能.
科学领域:
- 有机金属化学 有机金属化学
- 合成有机化学 合成有机化学
- 催化剂是一种催化剂.
背景情况:
- 在有机合成中,选择性烯功能化至关重要.
- 阵列的二氧化反应通常需要恶劣的条件或特定的催化剂.
- 开发有效的C-B债券形成方法仍然是一个活跃的研究领域.
研究的目的:
- 开发一种新的,无催化剂的方法,用于1,2-二氧化类型的aryllithium.
- 在单个转化中探索从四 (o-tolyl) 双 (diborane) 中的两个玻里尔单元的利用.
- 建立一种新的合成策略,用于选择性二氧化.
主要方法:
- 在温和的条件下,酸试剂与四 (o-tolyl) 双 (diborane) (4) 反应.
- 隔离了中间的1,2-二博利拉利物种.
- 随后使用化物抽取试剂进行处理,以获得最终产品.
- 密度函数理论 (DFT) 计算以阐明反应机制.
主要成果:
- 取得了成功的无催化剂的1,2-二玻化化合物的甲化合物.
- 中间的1,2-diborylaryl物种得到了优异的产量.
- 相应的1,2-di(tolyl) 玻利拉烯在60-91%的产量中被合成.
- 该方法激活了一个sp2 C-H 键,并形成两个新的 C-B 键.
结论:
- 已经建立了一种新的,高效的选择性二氧化策略.
- 反应在温和条件下进行,不需要催化剂.
- DFT计算表明,芳香核友基替代机制起着关键作用.
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