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Statements

Subject Item
n2:RIV%2F00216208%3A11310%2F13%3A10133858%21RIV14-GA0-11310___
rdf:type
skos:Concept n18:Vysledek
rdfs:seeAlso
http://dx.doi.org/10.1021/om3011245
dcterms: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. 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.
dcterms:title
Synthesis, Molecular Structure, and Catalytic Evaluation of Centrostereogenic Ferrocenophane Phosphines Synthesis, Molecular Structure, and Catalytic Evaluation of Centrostereogenic Ferrocenophane Phosphines
skos:prefLabel
Synthesis, Molecular Structure, and Catalytic Evaluation of Centrostereogenic Ferrocenophane Phosphines Synthesis, Molecular Structure, and Catalytic Evaluation of Centrostereogenic Ferrocenophane Phosphines
skos:notation
RIV/00216208:11310/13:10133858!RIV14-GA0-11310___
n18:predkladatel
n19:orjk%3A11310
n3:aktivita
n8:S n8:P n8:I n8:Z
n3:aktivity
I, P(GAP207/10/0176), S, Z(MSM0021620857)
n3:cisloPeriodika
2
n3:dodaniDat
n13:2014
n3:domaciTvurceVysledku
n12:6045804 n12:3157962 n12:8116997
n3:druhVysledku
n22:J
n3:duvernostUdaju
n14:S
n3:entitaPredkladatele
n20:predkladatel
n3:idSjednocenehoVysledku
109514
n3:idVysledku
RIV/00216208:11310/13:10133858
n3:jazykVysledku
n21:eng
n3:klicovaSlova
asymmetric allylic alkylation; asymmetric baylis-hillman reaction; phosphines; bridged ferrocenes
n3:klicoveSlovo
n4:asymmetric%20baylis-hillman%20reaction n4:bridged%20ferrocenes n4:phosphines n4:asymmetric%20allylic%20alkylation
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[0F8A5D7EF020]
n3:nazevZdroje
Organometallics
n3:obor
n17:CA
n3:pocetDomacichTvurcuVysledku
3
n3:pocetTvurcuVysledku
3
n3:projekt
n16:GAP207%2F10%2F0176
n3:rokUplatneniVysledku
n13:2013
n3:svazekPeriodika
32
n3:tvurceVysledku
Škoch, Karel Štěpnička, Petr Císařová, Ivana
n3:wos
000314332100032
n3:zamer
n5:MSM0021620857
s:issn
0276-7333
s:numberOfPages
13
n11:doi
10.1021/om3011245
n6:organizacniJednotka
11310