Catalytic Asymmetric Hydrogenation of [alpha]-CF sub(3)- or [beta]-CF sub(3)-Substituted Acrylic Acids using Rhodium(I) Complexes with a Combination of Chiral and Achiral Ligands
Only the mixture works! Acrylic acid derivatives with CF sub(3) substituents in [alpha] or [beta]position were efficiently hydrogenated in the presence of a Rh super(I) complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph sub(3)P as ligands. The corresponding propanoic...
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Veröffentlicht in: | Angewandte Chemie International Edition 2013-12, Vol.52 (52), p.14191-14195 |
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creator | Dong, Kaiwu Li, Yang Wang, Zheng Ding, Kuiling |
description | Only the mixture works! Acrylic acid derivatives with CF sub(3) substituents in [alpha] or [beta]position were efficiently hydrogenated in the presence of a Rh super(I) complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph sub(3)P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99%) and high enantioselectivity (92->99%). |
doi_str_mv | 10.1002/anie.201307903 |
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Acrylic acid derivatives with CF sub(3) substituents in [alpha] or [beta]position were efficiently hydrogenated in the presence of a Rh super(I) complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph sub(3)P as ligands. 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Acrylic acid derivatives with CF sub(3) substituents in [alpha] or [beta]position were efficiently hydrogenated in the presence of a Rh super(I) complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph sub(3)P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99%) and high enantioselectivity (92->99%).</description><subject>Acrylic acid</subject><subject>Asymmetry</subject><subject>Catalysis</subject><subject>Conversion</subject><subject>Derivatives</subject><subject>Hydrogenation</subject><subject>Ligands</subject><subject>Propanoic acid</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqVjT9PwzAUxC0EEuXPyvzGdEixY0rCWEVURWICtgpVTuImDzlx8LMF-Vp8wiYCCTEy3e9OpzvGrgRfCM6Ta9WhXiRcSJ7ecXnEZmKZiFimqTwe-UbKOM2W4pSdEb2N_SzjtzP2lSuvzOCxhBUNbau9G3EzVM7WulMebQd2D1tl-ka9xvkaKBSRnMdgHWwL7f-Ez6Egjz54XcGqdIOZZkusCAJhV8NTYysMbfQwh9y2vdGfmuADfQNqCgr8fcwbdMqA6qalb37EerR0wU72ypC-_NFzFq3vX_JN3Dv7HjT5XYtUamNUp22gnUi5EImUQsh_VA9ZI2q6</recordid><startdate>20131201</startdate><enddate>20131201</enddate><creator>Dong, Kaiwu</creator><creator>Li, Yang</creator><creator>Wang, Zheng</creator><creator>Ding, Kuiling</creator><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20131201</creationdate><title>Catalytic Asymmetric Hydrogenation of [alpha]-CF sub(3)- or [beta]-CF sub(3)-Substituted Acrylic Acids using Rhodium(I) Complexes with a Combination of Chiral and Achiral Ligands</title><author>Dong, Kaiwu ; Li, Yang ; Wang, Zheng ; Ding, Kuiling</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-proquest_miscellaneous_17011233113</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Acrylic acid</topic><topic>Asymmetry</topic><topic>Catalysis</topic><topic>Conversion</topic><topic>Derivatives</topic><topic>Hydrogenation</topic><topic>Ligands</topic><topic>Propanoic acid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dong, Kaiwu</creatorcontrib><creatorcontrib>Li, Yang</creatorcontrib><creatorcontrib>Wang, Zheng</creatorcontrib><creatorcontrib>Ding, Kuiling</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dong, Kaiwu</au><au>Li, Yang</au><au>Wang, Zheng</au><au>Ding, Kuiling</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalytic Asymmetric Hydrogenation of [alpha]-CF sub(3)- or [beta]-CF sub(3)-Substituted Acrylic Acids using Rhodium(I) Complexes with a Combination of Chiral and Achiral Ligands</atitle><jtitle>Angewandte Chemie International Edition</jtitle><date>2013-12-01</date><risdate>2013</risdate><volume>52</volume><issue>52</issue><spage>14191</spage><epage>14195</epage><pages>14191-14195</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Only the mixture works! Acrylic acid derivatives with CF sub(3) substituents in [alpha] or [beta]position were efficiently hydrogenated in the presence of a Rh super(I) complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph sub(3)P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99%) and high enantioselectivity (92->99%).</abstract><doi>10.1002/anie.201307903</doi></addata></record> |
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subjects | Acrylic acid Asymmetry Catalysis Conversion Derivatives Hydrogenation Ligands Propanoic acid |
title | Catalytic Asymmetric Hydrogenation of [alpha]-CF sub(3)- or [beta]-CF sub(3)-Substituted Acrylic Acids using Rhodium(I) Complexes with a Combination of Chiral and Achiral Ligands |
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