IBiox[(-) - - 甲基]:一种硬质要求高的性NHC连接体
Sebastian Würtz1, Claudia Lohre, Roland Fröhlich
1Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität Munster, Corrensstrasse 40, 48149 Münster, Germany.
Journal of the American Chemical Society
|June 3, 2009
概括
合成了一种新的性NHC连接体IBiox[(-) -menthyl. 这种硬质要求很高的配体使高度选择性的α-arylations和oxindole形成成为可能,达到高达99%的反体过剩.
科学领域:
- 有机金属化学 有机金属化学
- 不对称的催化剂.
- 连接体设计 连接体设计
背景情况:
- 在催化过程中,对硬质要求较高的配体对于控制反应性和选择性至关重要.
- N-异环碳 (NHCs) 是有机金属化学中的多功能联体.
- 在C-C键形成中实现高的反选择性仍然是一个关键的挑战.
研究的目的:
- 为了合成和表征一种新的,硬质要求高的,性NHC连接体.
- 为了研究联体在催化反应中的实用性.
- 探索其在有价值的有机化合物的不对称合成中的应用.
主要方法:
- 合成和结构性表征IBiox[(-) - 基]联体.
- 使用化基质的催化分子内α-arylation反应.
- 氧醇的酶选择性合成.
主要成果:
- 新的NHC连接体IBiox[(-) -menthyl已成功准备和表征.
- 连接体表现出显著的硬质体积,埋藏体积约为50%.
- 这种连接体促进了与化的分子内α-arylations,并使高度选择性氧化合成 (高达99% ee).
结论:
- 据报道,IBiox[(-) - - 基是对硬质要求最苛刻的单性NHC配体之一.
- 它独特的固体和电子性质允许具有挑战性的C-C键形成.
- 这种连接体代表了不对称催化剂的重大进步,特别是对于氧醇合成.
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