Nickel-Catalyzed Defluorophosphonylation of Aryl Fluorides

You, Zhensheng; Masuda, Yusuke; Iwai, Tomohiro; Higashida, Kosuke; Sawamura, Masaya

doi:10.1021/acs.joc.2c02048


Hokkaido University \| Library \| HUSCAP	Advanced Search		言語

	Home
	About HUSCAP
	Open Access Policy

	Browse by Author

Browse
	Communities & Collections

	Scholarly Journals
	Theses
	Doctoral Dissertations Listed by Graduate Schools
	Conference Procs.
	Events

	HUSCAP Senior (in Japanese)

	Societies

	Downloads (country)

For university staff
	How to post your papers to HUSCAP
	Publication of theses
	Helpline about theses publication

Open Archives Compliant

You can search our collection also at:
	Google
	Google Scholar
	CiNii
	IRDB
	OAIster
	NDLTD

Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Science / Faculty of Science >
Peer-reviewed Journal Articles, etc >

Nickel-Catalyzed Defluorophosphonylation of Aryl Fluorides

Files in This Item:

J. Org. Chem._87(21)_14731-14737.pdf

768.61 kB

PDF

View/Open

Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/90676

Title:	Nickel-Catalyzed Defluorophosphonylation of Aryl Fluorides
Authors:	You, Zhensheng Browse this author
	Masuda, Yusuke Browse this author →KAKEN DB
	Iwai, Tomohiro Browse this author
	Higashida, Kosuke Browse this author →KAKEN DB
	Sawamura, Masaya Browse this author →KAKEN DB
Issue Date:	9-Nov-2023
Publisher:	American Chemical Society
Journal Title:	Journal of organic chemistry
Volume:	87
Issue:	21
Start Page:	14731
End Page:	14737
Publisher DOI:	10.1021/acs.joc.2c02048
Abstract:	A Ni-catalyzed cross-coupling reaction between aryl fluorides and dialkyl phosphonates [HP(O)(OR)2] (R = secondary alkyl groups) in the presence of potassium tert-butoxide as a base is reported. The reaction converted various aryl fluorides into the corresponding aryl phosphonates even when electron-donating substituents were present on the aromatic ring. The combined experimental and computational studies suggested Ni-K+ cooperative action of a Ni(0) complex chelated with a strongly electron-donating ion-bridged dimeric phosphite ligand system [P(OR)2O-K+]2 that facilitates turnover-limiting C-F bond oxidative addition of aryl fluorides.
Rights:	This document is the Accepted Manuscript version of a Published Work that appeared in final form in [JournalTitle], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/articlesonrequest/AOR-BEB28BHKFETDERJXCABA.
Type:	article (author version)
URI:	http://hdl.handle.net/2115/90676
Appears in Collections:	理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 澤村正也

OAI-PMH ( junii2 , jpcoar_1.0 )

- Hokkaido University