Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols

Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff–Kishner reduction. The reaction is cat...

Full description

Saved in:
Bibliographic Details
Published in:ACS catalysis 2017-07, Vol.7 (7), p.4462-4466
Main Authors: Bauer, Jonathan O, Chakraborty, Subrata, Milstein, David
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-a280t-efe679e547b6c56e59aa2c32f784a39b7246f4d119a899af5089471fe11503bf3
cites cdi_FETCH-LOGICAL-a280t-efe679e547b6c56e59aa2c32f784a39b7246f4d119a899af5089471fe11503bf3
container_end_page 4466
container_issue 7
container_start_page 4462
container_title ACS catalysis
container_volume 7
creator Bauer, Jonathan O
Chakraborty, Subrata
Milstein, David
description Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff–Kishner reduction. The reaction is catalyzed by a well-defined PNP pincer complex of Earth-abundant manganese, evolving H2, N2, and water as the only byproducts.
doi_str_mv 10.1021/acscatal.7b01729
format article
fullrecord <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acscatal_7b01729</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>d005324254</sourcerecordid><originalsourceid>FETCH-LOGICAL-a280t-efe679e547b6c56e59aa2c32f784a39b7246f4d119a899af5089471fe11503bf3</originalsourceid><addsrcrecordid>eNp1kFFLwzAUhYMoOLa9-9gfYGeSJk0DvoxOp7ChD_ocbrOb2VEbSSpYf70dneCL9-VeOPccDh8hV4wuGOXsBmy00EGzUBVliuszMuFMylSKTJ7_uS_JPMYDHUbIvFB0Qm630O6hxYhpeUzov3GXrOqAtktW6L_6PbbQ1b5NvEueQ_0OoU-WjfVvvokzcuGgiTg_7Sl5vb97KR_SzdP6sVxuUuAF7VJ0mCuNUqgqtzJHqQG4zbhThYBMV4qL3IkdYxoKrcFJWmihmEPGJM0ql00JHXNt8DEGdOZjbGIYNUcA5heAOQEYLNejZVDMwX-Gdij4__sP8YlezQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Bauer, Jonathan O ; Chakraborty, Subrata ; Milstein, David</creator><creatorcontrib>Bauer, Jonathan O ; Chakraborty, Subrata ; Milstein, David</creatorcontrib><description>Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff–Kishner reduction. The reaction is catalyzed by a well-defined PNP pincer complex of Earth-abundant manganese, evolving H2, N2, and water as the only byproducts.</description><identifier>ISSN: 2155-5435</identifier><identifier>EISSN: 2155-5435</identifier><identifier>DOI: 10.1021/acscatal.7b01729</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>ACS catalysis, 2017-07, Vol.7 (7), p.4462-4466</ispartof><rights>Copyright © 2017 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a280t-efe679e547b6c56e59aa2c32f784a39b7246f4d119a899af5089471fe11503bf3</citedby><cites>FETCH-LOGICAL-a280t-efe679e547b6c56e59aa2c32f784a39b7246f4d119a899af5089471fe11503bf3</cites><orcidid>0000-0002-2320-0262</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Bauer, Jonathan O</creatorcontrib><creatorcontrib>Chakraborty, Subrata</creatorcontrib><creatorcontrib>Milstein, David</creatorcontrib><title>Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols</title><title>ACS catalysis</title><addtitle>ACS Catal</addtitle><description>Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff–Kishner reduction. The reaction is catalyzed by a well-defined PNP pincer complex of Earth-abundant manganese, evolving H2, N2, and water as the only byproducts.</description><issn>2155-5435</issn><issn>2155-5435</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kFFLwzAUhYMoOLa9-9gfYGeSJk0DvoxOp7ChD_ocbrOb2VEbSSpYf70dneCL9-VeOPccDh8hV4wuGOXsBmy00EGzUBVliuszMuFMylSKTJ7_uS_JPMYDHUbIvFB0Qm630O6hxYhpeUzov3GXrOqAtktW6L_6PbbQ1b5NvEueQ_0OoU-WjfVvvokzcuGgiTg_7Sl5vb97KR_SzdP6sVxuUuAF7VJ0mCuNUqgqtzJHqQG4zbhThYBMV4qL3IkdYxoKrcFJWmihmEPGJM0ql00JHXNt8DEGdOZjbGIYNUcA5heAOQEYLNejZVDMwX-Gdij4__sP8YlezQ</recordid><startdate>20170707</startdate><enddate>20170707</enddate><creator>Bauer, Jonathan O</creator><creator>Chakraborty, Subrata</creator><creator>Milstein, David</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-2320-0262</orcidid></search><sort><creationdate>20170707</creationdate><title>Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols</title><author>Bauer, Jonathan O ; Chakraborty, Subrata ; Milstein, David</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a280t-efe679e547b6c56e59aa2c32f784a39b7246f4d119a899af5089471fe11503bf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bauer, Jonathan O</creatorcontrib><creatorcontrib>Chakraborty, Subrata</creatorcontrib><creatorcontrib>Milstein, David</creatorcontrib><collection>CrossRef</collection><jtitle>ACS catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bauer, Jonathan O</au><au>Chakraborty, Subrata</au><au>Milstein, David</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols</atitle><jtitle>ACS catalysis</jtitle><addtitle>ACS Catal</addtitle><date>2017-07-07</date><risdate>2017</risdate><volume>7</volume><issue>7</issue><spage>4462</spage><epage>4466</epage><pages>4462-4466</pages><issn>2155-5435</issn><eissn>2155-5435</eissn><abstract>Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff–Kishner reduction. The reaction is catalyzed by a well-defined PNP pincer complex of Earth-abundant manganese, evolving H2, N2, and water as the only byproducts.</abstract><pub>American Chemical Society</pub><doi>10.1021/acscatal.7b01729</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-2320-0262</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 2155-5435
ispartof ACS catalysis, 2017-07, Vol.7 (7), p.4462-4466
issn 2155-5435
2155-5435
language eng
recordid cdi_crossref_primary_10_1021_acscatal_7b01729
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
title Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-06T20%3A26%3A32IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Manganese-Catalyzed%20Direct%20Deoxygenation%20of%20Primary%20Alcohols&rft.jtitle=ACS%20catalysis&rft.au=Bauer,%20Jonathan%20O&rft.date=2017-07-07&rft.volume=7&rft.issue=7&rft.spage=4462&rft.epage=4466&rft.pages=4462-4466&rft.issn=2155-5435&rft.eissn=2155-5435&rft_id=info:doi/10.1021/acscatal.7b01729&rft_dat=%3Cacs_cross%3Ed005324254%3C/acs_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a280t-efe679e547b6c56e59aa2c32f784a39b7246f4d119a899af5089471fe11503bf3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true