Ferrocenylmethylation reactions with a phosphinoferrocene betaine
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10297480" target="_blank" >RIV/00216208:11310/15:10297480 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1039/c5dt01877c" target="_blank" >http://dx.doi.org/10.1039/c5dt01877c</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c5dt01877c" target="_blank" >10.1039/c5dt01877c</a>
Alternative languages
Result language
angličtina
Original language name
Ferrocenylmethylation reactions with a phosphinoferrocene betaine
Original language description
A phosphinoferrocene betaine, N-{[1'-(diphenylphosphino)ferrocenyl]methyl}-N,N-dimethyl-3-sulfo-1-propanaminium, inner salt, Ph2PfcCH2NMe2(CH2)3SO3 (2; fc = ferrocene-1,1'-diyl), was prepared by alkylation of Ph2PfcCH2NMe2 (1) with 1,3-propanesultone, and was studied as a ferrocenylmethylation agent. The treatment of 2 with NaOH in hot water-dimethyl sulfoxide produced phosphinoalcohol Ph2PfcCH2OH (3) in a 64% yield, whereas a similar reaction with MeONa in dimethylsulfoxide-methanol furnished the corresponding ether, Ph2PfcCH2OMe (4), in a 47% yield. In subsequent experiments, betaine 2 was employed in the synthesis of phosphinoferrocene sulfones, Ph2PfcCH2SO2R, where R = Me (6a), Ph (6b), and 4-tolyl (6c). Compounds 6a-c and some by-products of the ferrocenylmethylation reactions, namely alcohol 3, 1'-(diphenylphosphino)-1-methylferrocene (5), and 1-{[diphenyl(2,4-cyclopentadien-1-ylidene)phosphoranyl]methyl}-1'-(diphe nylphosphino)ferrocene (7) structurally characterised. Reactions
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
CA - Inorganic chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/GA15-11571S" target="_blank" >GA15-11571S: Unsymmetric phosphinoferrocene donors</a><br>
Continuities
S - Specificky vyzkum na vysokych skolach<br>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
Dalton Transactions
ISSN
1477-9226
e-ISSN
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Volume of the periodical
44
Issue of the periodical within the volume
32
Country of publishing house
GB - UNITED KINGDOM
Number of pages
13
Pages from-to
14494-14506
UT code for WoS article
000359088200038
EID of the result in the Scopus database
2-s2.0-84939171831