Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2

Hoshimoto, Yoichi; Asada, Takahiro; Hazra, Sunit; Kinoshita, Takuya; Sombut, Panukorn; Kumar, Ravindra; Ohashi, Masato; Ogoshi, Sensuke

doi:https://doi.org/10.1002/anie.201609710

Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2

Hoshimoto, Yoichi; Asada, Takahiro; Hazra, Sunit et al.

Angewandte Chemie - International Edition, 2015, 55(52), 16075-16079

Number of Access:644（2025-07-26 12:15 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/92553

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Title	Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2
Creator	NRID 1000030710074 1000030710074 ORCID 0000-0003-0882-6109 0000-0003-0882-6109 researchmap permalink YHoshimoto YHoshimoto Scopus Author ID 36463455400 36463455400 CreatorName Hoshimoto, Yoichi
	CreatorName Asada, Takahiro
	CreatorName Hazra, Sunit
	CreatorName Kinoshita, Takuya
	CreatorName Sombut, Panukorn
	CreatorName Kumar, Ravindra
	CreatorName Ohashi, Masato
	NRID 1000030252589 1000030252589 researchmap permalink read0042792 read0042792 Scopus Author ID 7005303403 7005303403 CreatorName Ogoshi, Sensuke
Subject	carbon dioxide fixation
	mixed anhydrides
	N-heterocyclic carbenes
	one-pot reactions
	unsymmetrical ketones
Description	Hoshimoto Y., Asada T., Hazra S., et al. Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2. Angewandte Chemie - International Edition 55, 16075 (2016); https://doi.org/10.1002/anie.201609710.
Abstract	Direct synthesis of carboxylic–phosphinic mixed anhydrides has been achieved by treating carbon dioxide with N-phosphine oxide-substituted imidazolylidenes (PoxIms) that contain both nucleophilic carbene and electrophilic phosphorus moieties. This novel mixed anhydride was efficiently derivatized into an ester, an amide, and an unsymmetrical ketone via transformation into its corresponding imidazolium salt followed by a dual substitution reaction. The presented work used well-designed multifunctional carbene reagents to establish a novel utility for carbon dioxide in organic synthesis.
Publisher	Wiley-VCH Verlag
Source Title	Angewandte Chemie - International Edition
Volume (Issue)	55(52)
Page	16075-16079
Date of Issued	2015-07-08
Language	English
Handle URL	https://hdl.handle.net/11094/92553
PISSN	14337851
eISSN	15213773
Relation.isIdenticalTo	DOI (Publisher Version) https://doi.org/10.1002/anie.201609710
Access Rights	open access
CopyRight	© 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
CopyRight	This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
oaire:version	Version of Record
Category	学術雑誌論文 Journal Article

Resource Type	journal article
Local Type	Journal Article
DCMI Type	Text
DCTERMS.bibliographicCitation	Angewandte Chemie - International Edition. 2015, 55(52), p. 16075-16079
DC.title	Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2
DC.creator	Hoshimoto, Yoichi
	Asada, Takahiro
	Hazra, Sunit
	Kinoshita, Takuya
	Sombut, Panukorn
	Kumar, Ravindra
	Ohashi, Masato
	Ogoshi, Sensuke
DC.publisher	Wiley-VCH Verlag
DC.language' scheme='DCTERMS.RFC1766	English
DC.type' scheme='DCTERMS.DCMIType	Text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2015-07-08
DC.identifier	https://doi.org/10.1002/anie.201609710
DC.subject	carbon dioxide fixation
	mixed anhydrides
	N-heterocyclic carbenes
	one-pot reactions
	unsymmetrical ketones
DC.description	Hoshimoto Y., Asada T., Hazra S., et al. Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2. Angewandte Chemie - International Edition 55, 16075 (2016); https://doi.org/10.1002/anie.201609710.
DCTERMS.abstract	Direct synthesis of carboxylic–phosphinic mixed anhydrides has been achieved by treating carbon dioxide with N-phosphine oxide-substituted imidazolylidenes (PoxIms) that contain both nucleophilic carbene and electrophilic phosphorus moieties. This novel mixed anhydride was efficiently derivatized into an ester, an amide, and an unsymmetrical ketone via transformation into its corresponding imidazolium salt followed by a dual substitution reaction. The presented work used well-designed multifunctional carbene reagents to establish a novel utility for carbon dioxide in organic synthesis.
DC.rights	© 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
DC.rights	This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
DC.format	92553
citation_title	Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2
citation_author	Hoshimoto, Yoichi
	Asada, Takahiro
	Hazra, Sunit
	Kinoshita, Takuya
	Sombut, Panukorn
	Kumar, Ravindra
	Ohashi, Masato
	Ogoshi, Sensuke
citation_publisher	Wiley-VCH Verlag
citation_language	English
citation_date	2015-07-08
citation_journal_title	Angewandte Chemie - International Edition
citation_volume	55
citation_issue	52
citation_firstpage	16075
citation_lastpage	16079
citation_doi	https://doi.org/10.1002/anie.201609710
citation_public_url	https://hdl.handle.net/11094/92553

Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2

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