About: REACTIONS OF STERICALLY CROWDED (1-ARYL-3,5-DIPHENYL-1H-PYRROL-2-YL)PHENYLMETHANONES WIITH ORGANOLITHIUM REAGENTS

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About: REACTIONS OF STERICALLY CROWDED (1-ARYL-3,5-DIPHENYL-1H-PYRROL-2-YL)PHENYLMETHANONES WIITH ORGANOLITHIUM REAGENTS Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Extended Decker oxidation of 1,2,4,6-tetraarylpyridinium salts represents suitable synthetic procedure for the prepration of atropoisomeric aryl-(1,3,5-triaryl-1H-pyrrol-2-yl)methanones. Axial chirality of some pyrroles derivates prepared using this method has been studied in the past. 1-Aryl-2,4,6-triphenylpyridinium-perchlorates (1) were converted to (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones (2) by treatment with potassium ferricyanide and potassiun hydroxide. Sterically crowded (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones (2) were treated with selected organolithium reagent to give corresponding tertiary alcohols (3) or 4'-substituted ketones (4). The influence of structure of organometallic reagent on regioselectivity ofthe reaction was studied. The diastereoselectivity was investigated in the case of the reactions of methyllithium with (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones with restricted rotation around C-N bond. Some tertia-ry alcohols (3) were submi Extended Decker oxidation of 1,2,4,6-tetraarylpyridinium salts represents suitable synthetic procedure for the prepration of atropoisomeric aryl-(1,3,5-triaryl-1H-pyrrol-2-yl)methanones. Axial chirality of some pyrroles derivates prepared using this method has been studied in the past. 1-Aryl-2,4,6-triphenylpyridinium-perchlorates (1) were converted to (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones (2) by treatment with potassium ferricyanide and potassiun hydroxide. Sterically crowded (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones (2) were treated with selected organolithium reagent to give corresponding tertiary alcohols (3) or 4'-substituted ketones (4). The influence of structure of organometallic reagent on regioselectivity ofthe reaction was studied. The diastereoselectivity was investigated in the case of the reactions of methyllithium with (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones with restricted rotation around C-N bond. Some tertia-ry alcohols (3) were submi (en)
Title	REACTIONS OF STERICALLY CROWDED (1-ARYL-3,5-DIPHENYL-1H-PYRROL-2-YL)PHENYLMETHANONES WIITH ORGANOLITHIUM REAGENTS REACTIONS OF STERICALLY CROWDED (1-ARYL-3,5-DIPHENYL-1H-PYRROL-2-YL)PHENYLMETHANONES WIITH ORGANOLITHIUM REAGENTS (en)
skos:prefLabel	REACTIONS OF STERICALLY CROWDED (1-ARYL-3,5-DIPHENYL-1H-PYRROL-2-YL)PHENYLMETHANONES WIITH ORGANOLITHIUM REAGENTS REACTIONS OF STERICALLY CROWDED (1-ARYL-3,5-DIPHENYL-1H-PYRROL-2-YL)PHENYLMETHANONES WIITH ORGANOLITHIUM REAGENTS (en)
skos:notation	RIV/60461373:22310/03:00008069!RIV/2004/MSM/223104/N
http://linked.open.../vavai/riv/strany	94
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(MSM 223100001)
http://linked.open...vai/riv/dodaniDat	2004
http://linked.open...aciTvurceVysledku	Böhm, Stanislav Klvaňa, Robert
http://linked.open.../riv/druhVysledku	D - Článek ve sborníku
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	624633
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/03:00008069
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	(1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones; restricted rotation around C-N bond; organolithium reagents (en)
http://linked.open.../riv/klicoveSlovo	(1-aryl-3 5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones organolithium reagents restricted rotation around C-N bond
http://linked.open...ontrolniKodProRIV	[D53CCFC91E40]
http://linked.open...v/mistoKonaniAkce	Wien
http://linked.open...i/riv/mistoVydani	Wien
http://linked.open...i/riv/nazevZdroje	10th Blue Danube Symposium on Heterocyclic Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	2 (xsd:int)
http://linked.open...cetTvurcuVysledku	2 (xsd:int)
http://linked.open...ocetUcastnikuAkce	0 (xsd:int)
http://linked.open...nichUcastnikuAkce	0 (xsd:int)
http://linked.open...UplatneniVysledku	2003
http://linked.open...iv/tvurceVysledku	Böhm, Stanislav Klvaňa, Robert
http://linked.open...vavai/riv/typAkce	EUR - Evropská
http://linked.open.../riv/zahajeniAkce	2003-09-03 (xsd:date)
http://linked.open...n/vavai/riv/zamer	http://linked.opendata.cz/resource/domain/vavai/zamer/MSM%20223100001
number of pages	1 (xsd:int)
http://purl.org/ne...btex#hasPublisher	The Tenth Blue Danube Symposium on Heterocyclic Chemistry
https://schema.org/isbn	80-227-1938-2
http://localhost/t...ganizacniJednotka	22310

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