Title | Stable Ketenyl Anions via Ligand Exchange at an Anionic Carbon as Powerful Synthons |
Author | |
Corresponding Author | Liu, Liu Leo |
Publication Years | 2023-03-01
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DOI | |
Source Title | |
ISSN | 1433-7851
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EISSN | 1521-3773
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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
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Important Publications | NI Journal Papers
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SUSTech Authorship | First
; Corresponding
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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]
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WOS Research Area | Chemistry
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WOS Subject | Chemistry, Multidisciplinary
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WOS Accession No | WOS:000942826200001
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Publisher | |
ESI Research Field | CHEMISTRY
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Data Source | Web of Science
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Citation statistics |
Cited Times [WOS]:0
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Document Type | Journal Article |
Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/513442 |
Department | Department 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 Affilication | Department of Chemistry; Southern University of Science and Technology |
Corresponding Author Affilication | Department of Chemistry; Southern University of Science and Technology |
First Author's First Affilication | Department 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.
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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.
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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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