Is the polarization of the CC bond imperative for bifunctional outer-sphere CC hydrogenation?. Issue 5 (6th February 2023)

• Record Type: Journal Article
• Authors: Ai, Xinliang; Xie, Xiaofeng; Song, Xueqing; Li, Longfei; Schaefer III, Henry F.
• Is Part Of: Organic chemistry frontiers. Volume 10:Issue 5(2023)
• Page Start: 1301
• Page End: 1308
• Publication Date: 2023-02-06
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo02020c
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : The DFT study suggests that the polarization of CC bonds is not the controlling factor of outer-sphere bifunctional CC bond hydrogenations. Instead, the "push–pull" type π-conjugative effect can contribute to these reactions. Abstract : Understanding controlling factors is important for the development of bifunctional outer-sphere CC hydrogenations. A dominant view is that the polarization of CC bonds is imperative for these reactions. However, the present comparative DFT study suggests that the polarization of CC bonds is not the controlling factor. Instead, the "push–pull" type π-conjugative effect can decrease activation barriers and contribute to outer-sphere bifunctional CC bond hydrogenations. What is more, this study shows the feasibility of the asymmetric bifunctional outer-sphere CC hydrogenation.