About: Enantiomerically Pure Axially Chiral Aminocarbene Complexes of Chromium

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Aminocarbene complexes having a methyl group in the o-position to the aminocarbene moiety on the aromatic ring, (S)-pentacarbonyl[(N,N-dimethylamino)-(3-methoxycarbonyl-2-methylphenyl)carbene]chromium(0) [(S)-6] and (R)-pentacarbonyl[(N,N-dimethylamino)-(5-methoxycarbonyl-2-methylphenyl)carbene]chromium(0) [(R)-7] were prepared in enantiomerically pure form by the crystallization of diastereoisomeric esters with (S)-1-(1-naphthyl)ethanol. In the case of (S)-6 the racemization barrier DG?rac=(121 ? 0.5) kJxmol-1 was established. The substitution of o-methyl group with isopropyl group did not virtually change the racemization barrier (DG?rac= (120.5 ? 0.5) kJxmol-1), while the introduction of o-phenyl group led to substantial lowering of DG?rac. Attempts to transfer chirality in thermal reactions of the complexes (S)-6 and (R)-7 with alkynes, palladium-catalyzed insertion into C-H bond and photochemical formation of b-lactams were unsuccessful. Aminocarbene complexes having a methyl group in the o-position to the aminocarbene moiety on the aromatic ring, (S)-pentacarbonyl[(N,N-dimethylamino)-(3-methoxycarbonyl-2-methylphenyl)carbene]chromium(0) [(S)-6] and (R)-pentacarbonyl[(N,N-dimethylamino)-(5-methoxycarbonyl-2-methylphenyl)carbene]chromium(0) [(R)-7] were prepared in enantiomerically pure form by the crystallization of diastereoisomeric esters with (S)-1-(1-naphthyl)ethanol. In the case of (S)-6 the racemization barrier DG?rac=(121 ? 0.5) kJxmol-1 was established. The substitution of o-methyl group with isopropyl group did not virtually change the racemization barrier (DG?rac= (120.5 ? 0.5) kJxmol-1), while the introduction of o-phenyl group led to substantial lowering of DG?rac. Attempts to transfer chirality in thermal reactions of the complexes (S)-6 and (R)-7 with alkynes, palladium-catalyzed insertion into C-H bond and photochemical formation of b-lactams were unsuccessful. (en) Aminokarbenové komplexy chromu nesoucí methylovou skupinu v o-poloze aromatického kruhu byly rozštěpeny na enentiomery. (cs)
Title	Enantiomerically Pure Axially Chiral Aminocarbene Complexes of Chromium Enantiomerně čisté axiálně chirální aminokarbenové komplexy chromu (cs) Enantiomerically Pure Axially Chiral Aminocarbene Complexes of Chromium (en)
skos:prefLabel	Enantiomerically Pure Axially Chiral Aminocarbene Complexes of Chromium Enantiomerně čisté axiálně chirální aminokarbenové komplexy chromu (cs) Enantiomerically Pure Axially Chiral Aminocarbene Complexes of Chromium (en)
skos:notation	RIV/60461373:22310/08:00020041!RIV09-MSM-22310___
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(GA203/00/1240), P(GA203/04/0487), Z(MSM0021620857), Z(MSM6046137301)
http://linked.open...iv/cisloPeriodika	8
http://linked.open...vai/riv/dodaniDat	2009
http://linked.open...aciTvurceVysledku	Drahoňovský, Dušan Meca, Luděk Dvořák, Dalimil
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Vysoká škola chemicko-technologická v Praze / Fakulta chemické technologie
http://linked.open...dnocenehoVysledku	366119
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/08:00020041
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	aminokarbene complexes of chromium; axial chirality; enantiomers (en)
http://linked.open.../riv/klicoveSlovo	enantiomers axial chirality aminokarbene complexes of chromium
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[92D48DEFF86C]
http://linked.open...i/riv/nazevZdroje	Organometallics
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	3 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...vavai/riv/projekt	New sterically hindered and unsaturated Fischer carbene complexes of chromium and iron: physico-chemical properties and reactivity Preparation, reactivity and electrochemistry of new aminocarbene complexes of chromium and iron
http://linked.open...UplatneniVysledku	2008
http://linked.open...v/svazekPeriodika	27
http://linked.open...iv/tvurceVysledku	Císařová, Ivana Dvořák, Dalimil Drahoňovský, Dušan Meca, Luděk
http://linked.open...ain/vavai/riv/wos	000254981000026
http://linked.open...n/vavai/riv/zamer	Catalytic processes in chemistry and chemical technology Nové molekulární systémy pro pokročilé aplikace prospěšné pro zdraví a šetrné k životnímu prostředí
issn	0276-7333
number of pages	9 (xsd:int)
http://localhost/t...ganizacniJednotka	22310

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