控制Mizoroki-Heck反应中的反应性和选择性:对1,5-Diaza-3,7-diphosphacyclooctane配体的高吞吐量评估
Eric S Isbrandt1, Devon E Chapple2, Nguyen Thien Phuc Tu3
1Centre for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie Curie Private, Ottawa, Ontario K1N 6N5, Canada.
新的二氨酸配体 (P2N2) 在米佐罗基-赫克反应中具有广泛的适用性,可通过改变替代剂选择性合成线性或分支产物. 这凸显了它们在有机合成中的巨大潜力.
科学领域:
- 有机化学
- 催化剂
- 合成方法
背景情况:
- 米佐罗基-赫克反应是有机合成中C-C键形成的基石.
- 开发高效和选择性的催化系统仍然是一个关键挑战.
- 在交叉合反应中控制反应性和选择性至关重要.
研究的目的:
- 通过使用多种olefin合伙伴对Mizoroki-Heck反应进行高通量评估.
- 为了比较1,5-diaza-3,7-diphosphacyclooctane (P2N2) 配体与已确定的"黄金标准"配体的疗效.
- 调查P2N2配体的潜力,使其能够实现烯的区域分离.
主要方法:
- 在Mizoroki-Heck反应中对各种olefin合伙伴进行高通量选.
- 在P2N2配体上替代物的系统变化 (与三).
- 实验和计算机制研究以阐明区域选择性的起源.
主要成果:
- 1,5-diaza-3,7-diphosphacyclooctane (P2N2) 连接物比普通连接物具有更广泛的适用性.
- 两种特定的P2N2配体使得烯的区域分离.
- 将替代剂从转换为三,可以获得高比例的线性或分支Mizoroki-Heck产品.
- 机理学研究表明,连接物-氨酸相互作用 (π-π或硬质碰撞) 决定了区域控制.
结论:
- 容易获得的P2N2二氨酸在有机合成中具有显著的,以前未知的潜力.
- P2N2支架为开发具有可调节选择性的催化剂提供了一个多功能平台.
- 了解区域控制的机理基础可以指导未来的Mizoroki-Heck反应的配体设计.
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