The Lithiation Reactivity and Selectivity of Differentially Branched Alkyldiphenylphosphine Oxides - A Simple and Versatile Approach to ortho-Functionalized Arylphosphine Oxides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10294428" target="_blank" >RIV/00216208:11310/15:10294428 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/15:00443900
Result on the web
<a href="http://dx.doi.org/10.1002/adsc.201400861" target="_blank" >http://dx.doi.org/10.1002/adsc.201400861</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/adsc.201400861" target="_blank" >10.1002/adsc.201400861</a>
Alternative languages
Result language
angličtina
Original language name
The Lithiation Reactivity and Selectivity of Differentially Branched Alkyldiphenylphosphine Oxides - A Simple and Versatile Approach to ortho-Functionalized Arylphosphine Oxides
Original language description
Alkyldiphenylphosphine oxides typically undergo alpha-deprotonation with alkyllithium reagents. Here, the lithiation of differentially branched alkyl-diphenylphosphine oxides was investigated and a diverse, but predictable reactivity was found. gamma-Branched derivatives undergo selective directed ortho-metalation (DoM) using butyllithium and TMEDA as an additive. With decreasing degree of gamma-branching alpha-lithiation becomes predominant. The ortho-phosphinoyllithium intermediates are subject to functionalization and C-C bond forming reactions, thus providing a convenient approach to new phosphine oxides and phosphine-borane complexes, which have a good potential for an approach to new ligands for catalysis.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/GAP207%2F11%2F1598" target="_blank" >GAP207/11/1598: A New Carbanion Rearrangement and Its Application in Organic Synthesis</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Advanced Synthesis and Catalysis
ISSN
1615-4150
e-ISSN
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Volume of the periodical
357
Issue of the periodical within the volume
4
Country of publishing house
DE - GERMANY
Number of pages
7
Pages from-to
793-799
UT code for WoS article
000351222700021
EID of the result in the Scopus database
2-s2.0-84923869873