中文版 | English
Title

Alkoxyphosphorane/Borane Cooperative Alkylations: A Frustrated Lewis Pair Version of the Mitsunobu Reaction

Author
Corresponding AuthorLiu, Liu Leo; Wu, Yile; Stephan, Douglas W.
Publication Years
2023-03-01
DOI
Source Title
ISSN
0947-6539
EISSN
1521-3765
Abstract
The combination of the alkoxyphosphoranes, Ph2P(OR)(O2C6Cl4) and the borane B(C6F5)(3) generates the zwitterions 3 which act as FLP to effect the alkylation of several nucleophiles affording C-C, C-N, C-H and C-Cl coupling products. A DFT study shows the reaction proceeds via an FLP activation pathway generating an alkoxyphosphonium intermediate which effects the alkylation of the nucleophiles, akin to the Mitsunobu reaction.
Keywords
URL[Source Record]
Indexed By
Language
English
SUSTech Authorship
Corresponding
Funding Project
Ningbo Natural Science Foundation[2022J108] ; Scientific Research Grant of Ningbo University["215-432000282","422110973"] ; Ningbo Top Talent Project[215-432094250]
WOS Research Area
Chemistry
WOS Subject
Chemistry, Multidisciplinary
WOS Accession No
WOS:000949017400001
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/523904
DepartmentDepartment of Chemistry
Affiliation
1.Ningbo Univ, Inst Drug Discovery Technol, Ningbo 315211, Zhejiang, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
3.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China
4.Univ Toronto, Dept Chem, 80 St George St, Toronto, ON M5S 3H6, Canada
Corresponding Author AffilicationDepartment of Chemistry;  Southern University of Science and Technology
Recommended Citation
GB/T 7714
Chen, Ting,Mei, Yanbo,Liu, Liu Leo,et al. Alkoxyphosphorane/Borane Cooperative Alkylations: A Frustrated Lewis Pair Version of the Mitsunobu Reaction[J]. CHEMISTRY-A EUROPEAN JOURNAL,2023.
APA
Chen, Ting,Mei, Yanbo,Liu, Liu Leo,Zhao, Yufen,Wu, Yile,&Stephan, Douglas W..(2023).Alkoxyphosphorane/Borane Cooperative Alkylations: A Frustrated Lewis Pair Version of the Mitsunobu Reaction.CHEMISTRY-A EUROPEAN JOURNAL.
MLA
Chen, Ting,et al."Alkoxyphosphorane/Borane Cooperative Alkylations: A Frustrated Lewis Pair Version of the Mitsunobu Reaction".CHEMISTRY-A EUROPEAN JOURNAL (2023).
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