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Statements

Subject Item
n2:RIV%2F61388963%3A_____%2F12%3A00379101%21RIV13-AV0-61388963
rdf:type
n6:Vysledek skos:Concept
dcterms:description
The bistriflate salt of racemic [5]helquat 1 was found to form a conglomerate. Based on this finding, the preferential crystallization of this chiral helicene–viologen hybrid was developed to deliver pure enantiomers on a 20 g scale (10.5 g of each enantiomer). To the best of our knowledge, this is the largest amount of nonracemic helicene-like compound obtained by preferential crystallization to date. The absolute configuration of the P enantiomer was confirmed by X-ray crystal structure analysis. The chromatography-free synthesis of racemic 1 on a multigram scale (30 g) is also presented as an entry point to this resolution study. The bistriflate salt of racemic [5]helquat 1 was found to form a conglomerate. Based on this finding, the preferential crystallization of this chiral helicene–viologen hybrid was developed to deliver pure enantiomers on a 20 g scale (10.5 g of each enantiomer). To the best of our knowledge, this is the largest amount of nonracemic helicene-like compound obtained by preferential crystallization to date. The absolute configuration of the P enantiomer was confirmed by X-ray crystal structure analysis. The chromatography-free synthesis of racemic 1 on a multigram scale (30 g) is also presented as an entry point to this resolution study.
dcterms:title
Preferential Crystallization of a Helicene-Viologen Hybrid - An Efficient Method to Resolve [5]Helquat Enantiomers on a 20 g Scale Preferential Crystallization of a Helicene-Viologen Hybrid - An Efficient Method to Resolve [5]Helquat Enantiomers on a 20 g Scale
skos:prefLabel
Preferential Crystallization of a Helicene-Viologen Hybrid - An Efficient Method to Resolve [5]Helquat Enantiomers on a 20 g Scale Preferential Crystallization of a Helicene-Viologen Hybrid - An Efficient Method to Resolve [5]Helquat Enantiomers on a 20 g Scale
skos:notation
RIV/61388963:_____/12:00379101!RIV13-AV0-61388963
n6:predkladatel
n7:ico%3A61388963
n3:aktivita
n17:Z n17:P n17:I
n3:aktivity
I, P(GA203/08/1428), P(GAP207/10/2391), P(GP203/09/P485), Z(AV0Z40550506), Z(MSM0021620857)
n3:cisloPeriodika
3
n3:dodaniDat
n12:2013
n3:domaciTvurceVysledku
n9:7710070 n9:9379789 n9:3169138 n9:7844816 n9:3804771 n9:8890366 n9:4636406
n3:druhVysledku
n18:J
n3:duvernostUdaju
n16:S
n3:entitaPredkladatele
n20:predkladatel
n3:idSjednocenehoVysledku
161199
n3:idVysledku
RIV/61388963:_____/12:00379101
n3:jazykVysledku
n10:eng
n3:klicovaSlova
helical structures; helicene-viologen hybrid; crystal growth; synthetic methods; conglomerates
n3:klicoveSlovo
n4:helical%20structures n4:conglomerates n4:crystal%20growth n4:helicene-viologen%20hybrid n4:synthetic%20methods
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[BA75C2133307]
n3:nazevZdroje
European Journal of Organic Chemistry
n3:obor
n5:CC
n3:pocetDomacichTvurcuVysledku
7
n3:pocetTvurcuVysledku
8
n3:projekt
n8:GP203%2F09%2FP485 n8:GAP207%2F10%2F2391 n8:GA203%2F08%2F1428
n3:rokUplatneniVysledku
n12:2012
n3:tvurceVysledku
Sázelová, Petra Kašička, Václav Koval, Dušan Teplý, Filip Švec, Pavel Vávra, Jan Severa, Lukáš Císařová, I.
n3:wos
000299295700008
n3:zamer
n14:MSM0021620857 n14:AV0Z40550506
s:issn
1434-193X
s:numberOfPages
11
n15:doi
10.1002/ejoc.201101367