中文版 | English
Title

Stable Ketenyl Anions via Ligand Exchange at an Anionic Carbon as Powerful Synthons

Author
Corresponding AuthorLiu, Liu Leo
Publication Years
2023-03-01
DOI
Source Title
ISSN
1433-7851
EISSN
1521-3773
Abstract
Under an atmosphere of carbon monoxide (CO), a (phosphino)diazomethyl anion salt [[P]-CN2][K(18-C-6)(THF)] (1) ([P]=[(CH2)(NDipp)](2)P; 18-C-6=18-crown-6; Dipp=2,6-diisopropylphenyl) undergoes a facile N-2/CO exchange reaction giving the (phosphino)ketenyl anion salt [[P]-CCO][K(18-C-6)] (2). Oxidation of 2 with elemental Se affords the (selenophosphoryl)ketenyl anion salt [P](Se)-CCO][K(18-C-6)] (3). These ketenyl anions feature a strongly bent geometry at the P-bound carbon and this carbon atom is highly nucleophilic. The electronic structure of the ketenyl anion [[P]-CCO](-) of 2 is examined by theoretical studies. Reactivity investigations demonstrate 2 as a versatile synthon for derivatives of ketene, enolate, acrylate and acrylimidate moieties.
Keywords
URL[Source Record]
Indexed By
Language
English
Important Publications
NI Journal Papers
SUSTech Authorship
First ; Corresponding
Funding Project
National Natural Science Foundation of China["22271132","22101114"] ; Shenzhen Science and Technology Innovation Program[JCYJ20220530114806015] ; Guangdong Innovation & Entrepreneurial Research Team Program[2021ZT09C278] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]
WOS Research Area
Chemistry
WOS Subject
Chemistry, Multidisciplinary
WOS Accession No
WOS:000942826200001
Publisher
ESI Research Field
CHEMISTRY
Data Source
Web of Science
Citation statistics
Cited Times [WOS]:0
Document TypeJournal Article
Identifierhttp://kc.sustech.edu.cn/handle/2SGJ60CL/513442
DepartmentDepartment of Chemistry
Affiliation
1.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
2.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China
First Author AffilicationDepartment of Chemistry;  Southern University of Science and Technology
Corresponding Author AffilicationDepartment of Chemistry;  Southern University of Science and Technology
First Author's First AffilicationDepartment of Chemistry
Recommended Citation
GB/T 7714
Wei, Rui,Wang, Xin-Feng,Ruiz, David A. A.,et al. Stable Ketenyl Anions via Ligand Exchange at an Anionic Carbon as Powerful Synthons[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2023.
APA
Wei, Rui,Wang, Xin-Feng,Ruiz, David A. A.,&Liu, Liu Leo.(2023).Stable Ketenyl Anions via Ligand Exchange at an Anionic Carbon as Powerful Synthons.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.
MLA
Wei, Rui,et al."Stable Ketenyl Anions via Ligand Exchange at an Anionic Carbon as Powerful Synthons".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023).
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