Nickel-Catalyzed C–O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains

Handle URI:
http://hdl.handle.net/10754/625085
Title:
Nickel-Catalyzed C–O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains
Authors:
Liu, Xiangqian; Jia, Jiaqi; Rueping, Magnus ( 0000-0003-4580-5227 )
Abstract:
Two efficient protocols for the nickel-catalyzed aryl–alkyl cross-coupling reactions using esters as coupling components have been established. The methods enable the selective oxidative addition of nickel to acyl C–O and aryl C–O bonds and allow the aryl–alkyl cross-coupling via decarbonylative bond cleavage or through cleavage of a C–O bond with high efficiency and good functional group compatibility. The protocols allow the streamlined, unconventional utilization of widespread ester groups and their precursors, carboxylic acids and phenols, in synthetic organic chemistry.
KAUST Department:
KAUST Catalysis Center (KCC)
Citation:
Liu X, Jia J, Rueping M (2017) Nickel-Catalyzed C–O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains. ACS Catalysis: 4491–4496. Available: http://dx.doi.org/10.1021/acscatal.7b00941.
Publisher:
American Chemical Society (ACS)
Journal:
ACS Catalysis
Issue Date:
7-Jun-2017
DOI:
10.1021/acscatal.7b00941
Type:
Article
ISSN:
2155-5435; 2155-5435
Sponsors:
X.L. was supported by the China Scholarship Council.
Additional Links:
http://pubs.acs.org/doi/full/10.1021/acscatal.7b00941
Appears in Collections:
Articles; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorLiu, Xiangqianen
dc.contributor.authorJia, Jiaqien
dc.contributor.authorRueping, Magnusen
dc.date.accessioned2017-06-21T06:42:08Z-
dc.date.available2017-06-21T06:42:08Z-
dc.date.issued2017-06-07en
dc.identifier.citationLiu X, Jia J, Rueping M (2017) Nickel-Catalyzed C–O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains. ACS Catalysis: 4491–4496. Available: http://dx.doi.org/10.1021/acscatal.7b00941.en
dc.identifier.issn2155-5435en
dc.identifier.issn2155-5435en
dc.identifier.doi10.1021/acscatal.7b00941en
dc.identifier.urihttp://hdl.handle.net/10754/625085-
dc.description.abstractTwo efficient protocols for the nickel-catalyzed aryl–alkyl cross-coupling reactions using esters as coupling components have been established. The methods enable the selective oxidative addition of nickel to acyl C–O and aryl C–O bonds and allow the aryl–alkyl cross-coupling via decarbonylative bond cleavage or through cleavage of a C–O bond with high efficiency and good functional group compatibility. The protocols allow the streamlined, unconventional utilization of widespread ester groups and their precursors, carboxylic acids and phenols, in synthetic organic chemistry.en
dc.description.sponsorshipX.L. was supported by the China Scholarship Council.en
dc.publisherAmerican Chemical Society (ACS)en
dc.relation.urlhttp://pubs.acs.org/doi/full/10.1021/acscatal.7b00941en
dc.subjectalkylationen
dc.subjectcross-couplingen
dc.subjectC−O activationen
dc.subjectdecarbonylationen
dc.subjectnickel catalysisen
dc.titleNickel-Catalyzed C–O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chainsen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalACS Catalysisen
dc.contributor.institutionInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germanyen
kaust.authorRueping, Magnusen
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