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Article: Gold-catalyzed direct hydrogenative coupling of nitroarenes to synthesize aromatic azo compounds

TitleGold-catalyzed direct hydrogenative coupling of nitroarenes to synthesize aromatic azo compounds
Authors
Keywordsazo compounds
reduction
gold
supported catalysts
arenes
Issue Date2014
Citation
Angewandte Chemie - International Edition, 2014, v. 53, n. 29, p. 7624-7628 How to Cite?
AbstractThe azo linkage is a prominent chemical motif which has found numerous applications in materials science, pharmaceuticals, and agrochemicals. Described herein is a sustainable heterogeneous-gold-catalyzed synthesis of azo arenes. Available nitroarenes are deoxygenated and linked selectively by the formation of N-N bonds using molecular H without any external additives. As a result of a unique and remarkable synergy between the metal and support, a facile surface-mediated condensation of nitroso and hydroxylamine intermediates is enabled, and the desired transformation proceeds in a highly selective manner under mild reaction conditions. The protocol tolerates a large variety of functional groups and offers a general and versatile method for the environmentally friendly synthesis of symmetric or asymmetric aromatic azo compounds. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. 2
Persistent Identifierhttp://hdl.handle.net/10722/299510
ISSN
2023 Impact Factor: 16.1
2023 SCImago Journal Rankings: 5.300
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorLiu, Xiang-
dc.contributor.authorLi, Hai Qian-
dc.contributor.authorYe, Sen-
dc.contributor.authorLiu, Yong Mei-
dc.contributor.authorHe, He Yong-
dc.contributor.authorCao, Yong-
dc.date.accessioned2021-05-21T03:34:34Z-
dc.date.available2021-05-21T03:34:34Z-
dc.date.issued2014-
dc.identifier.citationAngewandte Chemie - International Edition, 2014, v. 53, n. 29, p. 7624-7628-
dc.identifier.issn1433-7851-
dc.identifier.urihttp://hdl.handle.net/10722/299510-
dc.description.abstractThe azo linkage is a prominent chemical motif which has found numerous applications in materials science, pharmaceuticals, and agrochemicals. Described herein is a sustainable heterogeneous-gold-catalyzed synthesis of azo arenes. Available nitroarenes are deoxygenated and linked selectively by the formation of N-N bonds using molecular H without any external additives. As a result of a unique and remarkable synergy between the metal and support, a facile surface-mediated condensation of nitroso and hydroxylamine intermediates is enabled, and the desired transformation proceeds in a highly selective manner under mild reaction conditions. The protocol tolerates a large variety of functional groups and offers a general and versatile method for the environmentally friendly synthesis of symmetric or asymmetric aromatic azo compounds. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. 2-
dc.languageeng-
dc.relation.ispartofAngewandte Chemie - International Edition-
dc.subjectazo compounds-
dc.subjectreduction-
dc.subjectgold-
dc.subjectsupported catalysts-
dc.subjectarenes-
dc.titleGold-catalyzed direct hydrogenative coupling of nitroarenes to synthesize aromatic azo compounds-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/anie.201404543-
dc.identifier.pmid24909452-
dc.identifier.scopuseid_2-s2.0-84904467152-
dc.identifier.volume53-
dc.identifier.issue29-
dc.identifier.spage7624-
dc.identifier.epage7628-
dc.identifier.eissn1521-3773-
dc.identifier.isiWOS:000339564800040-

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