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Bench‐Stable Cobalt Pre‐Catalysts for Mild Hydrosilative Reduction of Tertiary Amides to Amines and Beyond
The readily synthesized and bench‐stable cobalt dichloride complex (dpephos)CoCl2 is employed as a pre‐catalyst for a diversity of silane additions to unsaturated organic molecules, including the normally challenging reduction of amides to amines. With regard to hydrosilative reduction of amides eve...
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Published in: | ChemCatChem 2019-01, Vol.11 (2), p.790-798 |
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description | The readily synthesized and bench‐stable cobalt dichloride complex (dpephos)CoCl2 is employed as a pre‐catalyst for a diversity of silane additions to unsaturated organic molecules, including the normally challenging reduction of amides to amines. With regard to hydrosilative reduction of amides even more effective and activator free catalytic systems can be generated from the bench‐stable, commercially available Co(acac)2 and Co(OAc)2 with dpephos and PPh3 ligands. These systems operate under mild conditions ( |
doi_str_mv | 10.1002/cctc.201801605 |
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Mildly step to with cobalt: (dpephos)CoCl2 is employed as a pre‐catalyst for a diversity of hydrosilylation reactions, including hydrosilative reduction of amides to amines. With regard to reduction of amides, more effective and activator free catalytic systems can be generated from Co(acac)2 and Co(OAc)2 with dpephos. These systems operate under mild conditions (<100 °C), with many examples of room temperature reactions, presenting a first example of mild Co‐catalyzed hydrosilylation of amides.</description><identifier>ISSN: 1867-3880</identifier><identifier>EISSN: 1867-3899</identifier><identifier>DOI: 10.1002/cctc.201801605</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Amides ; Amines ; Catalysis ; Catalysts ; Cobalt ; Dichlorides ; homogeneous catalysis ; Hydrosilylation ; Organic chemistry ; Reduction ; System effectiveness</subject><ispartof>ChemCatChem, 2019-01, Vol.11 (2), p.790-798</ispartof><rights>2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3175-ab66da3ba8fc3355e7631e80eadf4d324f82bf879e0fc34b03e7a75cff1d013a3</citedby><cites>FETCH-LOGICAL-c3175-ab66da3ba8fc3355e7631e80eadf4d324f82bf879e0fc34b03e7a75cff1d013a3</cites><orcidid>0000-0003-2156-8810</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Nurseiit, Alibek</creatorcontrib><creatorcontrib>Janabel, Jaysan</creatorcontrib><creatorcontrib>Gudun, Kristina A.</creatorcontrib><creatorcontrib>Kassymbek, Aishabibi</creatorcontrib><creatorcontrib>Segizbayev, Medet</creatorcontrib><creatorcontrib>Seilkhanov, Tulegen M.</creatorcontrib><creatorcontrib>Khalimon, Andrey Y.</creatorcontrib><title>Bench‐Stable Cobalt Pre‐Catalysts for Mild Hydrosilative Reduction of Tertiary Amides to Amines and Beyond</title><title>ChemCatChem</title><description>The readily synthesized and bench‐stable cobalt dichloride complex (dpephos)CoCl2 is employed as a pre‐catalyst for a diversity of silane additions to unsaturated organic molecules, including the normally challenging reduction of amides to amines. With regard to hydrosilative reduction of amides even more effective and activator free catalytic systems can be generated from the bench‐stable, commercially available Co(acac)2 and Co(OAc)2 with dpephos and PPh3 ligands. These systems operate under mild conditions (<100 °C), with many examples of room temperature transformations, presenting a first example of mild cobalt‐catalyzed hydrosilylation of amides.
Mildly step to with cobalt: (dpephos)CoCl2 is employed as a pre‐catalyst for a diversity of hydrosilylation reactions, including hydrosilative reduction of amides to amines. With regard to reduction of amides, more effective and activator free catalytic systems can be generated from Co(acac)2 and Co(OAc)2 with dpephos. These systems operate under mild conditions (<100 °C), with many examples of room temperature reactions, presenting a first example of mild Co‐catalyzed hydrosilylation of amides.</description><subject>Amides</subject><subject>Amines</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Cobalt</subject><subject>Dichlorides</subject><subject>homogeneous catalysis</subject><subject>Hydrosilylation</subject><subject>Organic chemistry</subject><subject>Reduction</subject><subject>System effectiveness</subject><issn>1867-3880</issn><issn>1867-3899</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkMFOwzAQRC0EEqVw5WyJc4odJ7FzbCOgSEUgKOfIsdfCVRoX2wXlxifwjXwJqYrgyGlHqze7mkHonJIJJSS9VCqqSUqoILQg-QEaUVHwhImyPPzVghyjkxBWhBQl4_kIdTPo1MvXx-dTlE0LuHKNbCN-8DDsKhll24cYsHEe39lW43mvvQu2ldG-AX4EvVXRug47g5fgo5W-x9O11RBwdDvVDUp2Gs-gd50-RUdGtgHOfuYYPV9fLat5sri_ua2mi0QxyvNENkWhJWukMIqxPAdeMAqCgNQm0yzNjEgbI3gJZACyhjDgkufKGKoJZZKN0cX-7sa71y2EWK_c1nfDyzqlnIiSZCkbqMmeUkOm4MHUG2_XQ4SaknrXab3rtP7tdDCUe8O7baH_h66raln9eb8Be9l-Fw</recordid><startdate>20190123</startdate><enddate>20190123</enddate><creator>Nurseiit, Alibek</creator><creator>Janabel, Jaysan</creator><creator>Gudun, Kristina A.</creator><creator>Kassymbek, Aishabibi</creator><creator>Segizbayev, Medet</creator><creator>Seilkhanov, Tulegen M.</creator><creator>Khalimon, Andrey Y.</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-2156-8810</orcidid></search><sort><creationdate>20190123</creationdate><title>Bench‐Stable Cobalt Pre‐Catalysts for Mild Hydrosilative Reduction of Tertiary Amides to Amines and Beyond</title><author>Nurseiit, Alibek ; Janabel, Jaysan ; Gudun, Kristina A. ; Kassymbek, Aishabibi ; Segizbayev, Medet ; Seilkhanov, Tulegen M. ; Khalimon, Andrey Y.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3175-ab66da3ba8fc3355e7631e80eadf4d324f82bf879e0fc34b03e7a75cff1d013a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Amides</topic><topic>Amines</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Cobalt</topic><topic>Dichlorides</topic><topic>homogeneous catalysis</topic><topic>Hydrosilylation</topic><topic>Organic chemistry</topic><topic>Reduction</topic><topic>System effectiveness</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nurseiit, Alibek</creatorcontrib><creatorcontrib>Janabel, Jaysan</creatorcontrib><creatorcontrib>Gudun, Kristina A.</creatorcontrib><creatorcontrib>Kassymbek, Aishabibi</creatorcontrib><creatorcontrib>Segizbayev, Medet</creatorcontrib><creatorcontrib>Seilkhanov, Tulegen M.</creatorcontrib><creatorcontrib>Khalimon, Andrey Y.</creatorcontrib><collection>CrossRef</collection><jtitle>ChemCatChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nurseiit, Alibek</au><au>Janabel, Jaysan</au><au>Gudun, Kristina A.</au><au>Kassymbek, Aishabibi</au><au>Segizbayev, Medet</au><au>Seilkhanov, Tulegen M.</au><au>Khalimon, Andrey Y.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bench‐Stable Cobalt Pre‐Catalysts for Mild Hydrosilative Reduction of Tertiary Amides to Amines and Beyond</atitle><jtitle>ChemCatChem</jtitle><date>2019-01-23</date><risdate>2019</risdate><volume>11</volume><issue>2</issue><spage>790</spage><epage>798</epage><pages>790-798</pages><issn>1867-3880</issn><eissn>1867-3899</eissn><abstract>The readily synthesized and bench‐stable cobalt dichloride complex (dpephos)CoCl2 is employed as a pre‐catalyst for a diversity of silane additions to unsaturated organic molecules, including the normally challenging reduction of amides to amines. With regard to hydrosilative reduction of amides even more effective and activator free catalytic systems can be generated from the bench‐stable, commercially available Co(acac)2 and Co(OAc)2 with dpephos and PPh3 ligands. These systems operate under mild conditions (<100 °C), with many examples of room temperature transformations, presenting a first example of mild cobalt‐catalyzed hydrosilylation of amides.
Mildly step to with cobalt: (dpephos)CoCl2 is employed as a pre‐catalyst for a diversity of hydrosilylation reactions, including hydrosilative reduction of amides to amines. With regard to reduction of amides, more effective and activator free catalytic systems can be generated from Co(acac)2 and Co(OAc)2 with dpephos. These systems operate under mild conditions (<100 °C), with many examples of room temperature reactions, presenting a first example of mild Co‐catalyzed hydrosilylation of amides.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/cctc.201801605</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0003-2156-8810</orcidid></addata></record> |
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subjects | Amides Amines Catalysis Catalysts Cobalt Dichlorides homogeneous catalysis Hydrosilylation Organic chemistry Reduction System effectiveness |
title | Bench‐Stable Cobalt Pre‐Catalysts for Mild Hydrosilative Reduction of Tertiary Amides to Amines and Beyond |
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