Reactivities of allenic and olefinic Michael acceptors towards phosphines.


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
08 Mar 2022
Historique:
pubmed: 22 2 2022
medline: 22 2 2022
entrez: 21 2 2022
Statut: epublish

Résumé

The kinetics of the reactions of tributylphosphine with allenic and olefinic Michael acceptors in dichloromethane at 20 °C was followed by photometric and NMR spectroscopic methods. Combination with DFT-calculated methyl anion affinities revealed the relevance of retroaddition barriers in phosphine-catalysed reactions when mixtures of allenic and olefinic substrates are used.

Identifiants

pubmed: 35188503
doi: 10.1039/d1cc06786a
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

3358-3361

Auteurs

Feng An (F)

Department Chemie, Ludwig-Maximilians-Universtität München, Butenandtstr. 5-13, München 81377, Germany. zipse@cup.uni-muenchen.de.

Harish Jangra (H)

Department Chemie, Ludwig-Maximilians-Universtität München, Butenandtstr. 5-13, München 81377, Germany. zipse@cup.uni-muenchen.de.

Yin Wei (Y)

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China. mshi@mail.sioc.ac.cn.

Min Shi (M)

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China. mshi@mail.sioc.ac.cn.
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, P. R. China.

Hendrik Zipse (H)

Department Chemie, Ludwig-Maximilians-Universtität München, Butenandtstr. 5-13, München 81377, Germany. zipse@cup.uni-muenchen.de.

Armin R Ofial (AR)

Department Chemie, Ludwig-Maximilians-Universtität München, Butenandtstr. 5-13, München 81377, Germany. zipse@cup.uni-muenchen.de.

Classifications MeSH