Synthesis, Molecular Structure, and Catalytic Evaluation of Centrostereogenic Ferrocenophane Phosphines

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10133858" target="_blank" >RIV/00216208:11310/13:10133858 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1021/om3011245" target="_blank" >http://dx.doi.org/10.1021/om3011245</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/om3011245" target="_blank" >10.1021/om3011245</a>

Result language

angličtina

Original language name

Synthesis, Molecular Structure, and Catalytic Evaluation of Centrostereogenic Ferrocenophane Phosphines

Original language description

1,1'-[(1R)-1-Diarylphosphino-1,3-propanediyl]ferrocenes, where aryl = phenyl, 2-tolyl, 4-tolyl, mesityl, 4-anisyl, 4-(trifluoromethyl)phenyl, were prepared as new chiral ferrocenophane phosphines featuring only central chirality in good yields by the reaction of the corresponding chiral alcohol, 1,1'-[(1R)-1-hydroxy-1,3-propanediyl]ferrocene, and diarylphosphines in the presence of chlorotrimethylsilane and sodium iodide. These phosphines were studied as ligands in palladium(II) complexes and further evaluated in two mechanistically different model catalytic reactions, namely in Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenylallyl acetate with dimethyl malonate, and in enantioselective aza-Morita-Baylis-Hillman reactions of aromatic N-sulfonyl imines with methyl vinyl ketone.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CA - Inorganic chemistry

OECD FORD branch

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Project

<a href="/en/project/GAP207%2F10%2F0176" target="_blank" >GAP207/10/0176: Homologous functional phosphinoferrocene ligands for coordination chemistry and catalysis</a><br>

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)<br>S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2013

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Organometallics

ISSN

0276-7333

e-ISSN

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Volume of the periodical

32

Issue of the periodical within the volume

2

Country of publishing house

US - UNITED STATES

Number of pages

13

Pages from-to

623-635

UT code for WoS article

000314332100032

EID of the result in the Scopus database

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