Reversible Concerted Metalation-Deprotonation C-H Bond Activation by [Cp*RhCl2]2

被引:17
|
作者
VanderWeide, Andrew I. [1 ]
Brennessel, William W. [1 ]
Jones, William D. [1 ]
机构
[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 20期
基金
美国国家科学基金会;
关键词
ORTHO-PALLADATION; ASTERISK-IR; MECHANISM; RH; KINETICS; CYCLOMETALATION; IMINES;
D O I
10.1021/acs.joc.9b01716
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reversibility of the concerted metalation-deprotonation exchange of eight para-substituted phenyl-pyridines is examined with the parent Cp*RhCl(kappa-C,N-NC5H4-C6H4). Equilibrium constants are determined, and the free energies are used to extract the most important parameters that control the thermodynamics. K-eq values are found to correlate best with heterolytic C-H bond strengths but in a way that is not obvious considering the electrophilic nature of these activations.
引用
收藏
页码:12960 / 12965
页数:6
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