CH(2) Linkage Effects on the Reactivity of Bis(aminophosphine)–Ruthenium Complexes for Selective Hydrogenation of Esters into Alcohols

A novel ruthenium complex binding to two subtly different aminophosphine ligands, (o-PPh(2)C(6)H(4)CH(2)NH(2))(o-PPh(2)C(6)H(4)NH(2))RuCl(2), was successfully isolated. This bis(aminophosphine)–ruthenium complex shows efficient activity in both dimethyl oxalate (DMO) and methyl benzoate (MB) hydroge...

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Autores principales: Fang, Xiaolong, Sun, Mingjun, Zheng, Jianwei, Li, Bin, Ye, Linmin, Wang, Xiaoping, Cao, Zexing, Zhu, Hongping, Yuan, Youzhu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2017
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5479805/
https://www.ncbi.nlm.nih.gov/pubmed/28638062
http://dx.doi.org/10.1038/s41598-017-04362-9
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author Fang, Xiaolong
Sun, Mingjun
Zheng, Jianwei
Li, Bin
Ye, Linmin
Wang, Xiaoping
Cao, Zexing
Zhu, Hongping
Yuan, Youzhu
author_facet Fang, Xiaolong
Sun, Mingjun
Zheng, Jianwei
Li, Bin
Ye, Linmin
Wang, Xiaoping
Cao, Zexing
Zhu, Hongping
Yuan, Youzhu
author_sort Fang, Xiaolong
collection PubMed
description A novel ruthenium complex binding to two subtly different aminophosphine ligands, (o-PPh(2)C(6)H(4)CH(2)NH(2))(o-PPh(2)C(6)H(4)NH(2))RuCl(2), was successfully isolated. This bis(aminophosphine)–ruthenium complex shows efficient activity in both dimethyl oxalate (DMO) and methyl benzoate (MB) hydrogenation. On the contrast, similar complexes (o-PPh(2)C(6)H(4)NH(2))(2)RuCl(2) and (o-PPh(2)C(6)H(4)CH(2)NH(2))(2)RuCl(2), can only effectively catalyze the hydrogenation of DMO and MB, respectively. Our experimental studies in combination of theoretical calculations reveal that the remarkable substrate selectivity in the hydrogenation of esters arises from the nonbonding interactions operated by the CH(2) linkage of the ligand.
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spelling pubmed-54798052017-06-23 CH(2) Linkage Effects on the Reactivity of Bis(aminophosphine)–Ruthenium Complexes for Selective Hydrogenation of Esters into Alcohols Fang, Xiaolong Sun, Mingjun Zheng, Jianwei Li, Bin Ye, Linmin Wang, Xiaoping Cao, Zexing Zhu, Hongping Yuan, Youzhu Sci Rep Article A novel ruthenium complex binding to two subtly different aminophosphine ligands, (o-PPh(2)C(6)H(4)CH(2)NH(2))(o-PPh(2)C(6)H(4)NH(2))RuCl(2), was successfully isolated. This bis(aminophosphine)–ruthenium complex shows efficient activity in both dimethyl oxalate (DMO) and methyl benzoate (MB) hydrogenation. On the contrast, similar complexes (o-PPh(2)C(6)H(4)NH(2))(2)RuCl(2) and (o-PPh(2)C(6)H(4)CH(2)NH(2))(2)RuCl(2), can only effectively catalyze the hydrogenation of DMO and MB, respectively. Our experimental studies in combination of theoretical calculations reveal that the remarkable substrate selectivity in the hydrogenation of esters arises from the nonbonding interactions operated by the CH(2) linkage of the ligand. Nature Publishing Group UK 2017-06-21 /pmc/articles/PMC5479805/ /pubmed/28638062 http://dx.doi.org/10.1038/s41598-017-04362-9 Text en © The Author(s) 2017 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Fang, Xiaolong
Sun, Mingjun
Zheng, Jianwei
Li, Bin
Ye, Linmin
Wang, Xiaoping
Cao, Zexing
Zhu, Hongping
Yuan, Youzhu
CH(2) Linkage Effects on the Reactivity of Bis(aminophosphine)–Ruthenium Complexes for Selective Hydrogenation of Esters into Alcohols
title CH(2) Linkage Effects on the Reactivity of Bis(aminophosphine)–Ruthenium Complexes for Selective Hydrogenation of Esters into Alcohols
title_full CH(2) Linkage Effects on the Reactivity of Bis(aminophosphine)–Ruthenium Complexes for Selective Hydrogenation of Esters into Alcohols
title_fullStr CH(2) Linkage Effects on the Reactivity of Bis(aminophosphine)–Ruthenium Complexes for Selective Hydrogenation of Esters into Alcohols
title_full_unstemmed CH(2) Linkage Effects on the Reactivity of Bis(aminophosphine)–Ruthenium Complexes for Selective Hydrogenation of Esters into Alcohols
title_short CH(2) Linkage Effects on the Reactivity of Bis(aminophosphine)–Ruthenium Complexes for Selective Hydrogenation of Esters into Alcohols
title_sort ch(2) linkage effects on the reactivity of bis(aminophosphine)–ruthenium complexes for selective hydrogenation of esters into alcohols
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5479805/
https://www.ncbi.nlm.nih.gov/pubmed/28638062
http://dx.doi.org/10.1038/s41598-017-04362-9
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