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Statements

Subject Item
n2:RIV%2F60461373%3A22310%2F09%3A00022161%21RIV10-MSM-22310___
rdf:type
skos:Concept n12:Vysledek
dcterms:description
To reveal the alternative ways for upper-rim thiacalixarene derivatization, the formylation reactions (Gross and/or Duff conditions) of the corresponding tetrapropoxythiacalix[4]arene immobilized in the 1,3-alternate conformation were systematically studied. Surprisingly, albeit using excess of the formylation agent, only two formyl groups were introduced exclusively into the meta positions of thiacalixarene skeleton. Unexpected regioselectivity of these reactions opens the door for unique substitution pattern in thiacalixarene chemistry. The formation of meta-substituted aldehydes is another illustration showing remarkably different reactivity of thiacalix[4]arene system compared with a classical calix[4]arene analogue. To reveal the alternative ways for upper-rim thiacalixarene derivatization, the formylation reactions (Gross and/or Duff conditions) of the corresponding tetrapropoxythiacalix[4]arene immobilized in the 1,3-alternate conformation were systematically studied. Surprisingly, albeit using excess of the formylation agent, only two formyl groups were introduced exclusively into the meta positions of thiacalixarene skeleton. Unexpected regioselectivity of these reactions opens the door for unique substitution pattern in thiacalixarene chemistry. The formation of meta-substituted aldehydes is another illustration showing remarkably different reactivity of thiacalix[4]arene system compared with a classical calix[4]arene analogue.
dcterms:title
Uncommon Regioselectivity in Thiacalix[4]arene Formylation Uncommon Regioselectivity in Thiacalix[4]arene Formylation
skos:prefLabel
Uncommon Regioselectivity in Thiacalix[4]arene Formylation Uncommon Regioselectivity in Thiacalix[4]arene Formylation
skos:notation
RIV/60461373:22310/09:00022161!RIV10-MSM-22310___
n3:aktivita
n16:Z n16:P
n3:aktivity
P(GA104/07/1242), P(GA203/09/0691), P(IAAX08240901), P(LC06070), Z(MSM6046137301)
n3:cisloPeriodika
12
n3:dodaniDat
n13:2010
n3:domaciTvurceVysledku
n5:4338820 n5:8582254 n5:9519106
n3:druhVysledku
n18:J
n3:duvernostUdaju
n14:S
n3:entitaPredkladatele
n11:predkladatel
n3:idSjednocenehoVysledku
347563
n3:idVysledku
RIV/60461373:22310/09:00022161
n3:jazykVysledku
n4:eng
n3:klicovaSlova
calixarene; formylation; regioselectivity; electrophilic substitution; synthesis
n3:klicoveSlovo
n7:calixarene n7:regioselectivity n7:electrophilic%20substitution n7:synthesis n7:formylation
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[1533F271329A]
n3:nazevZdroje
Journal of Organic Chemistry
n3:obor
n15:CC
n3:pocetDomacichTvurcuVysledku
3
n3:pocetTvurcuVysledku
5
n3:projekt
n8:GA104%2F07%2F1242 n8:LC06070 n8:IAAX08240901 n8:GA203%2F09%2F0691
n3:rokUplatneniVysledku
n13:2009
n3:svazekPeriodika
74
n3:tvurceVysledku
Lhoták, Pavel Pojarová, Michaela Böhm, Stanislav Císařová, Ivana Kundrát, Ondřej
n3:wos
000266969800020
n3:zamer
n19:MSM6046137301
s:issn
0022-3263
s:numberOfPages
5
n17:organizacniJednotka
22310