About: Uncommon Regioselectivity in Thiacalix[4]arene Formylation     Goto   Sponge   NotDistinct   Permalink

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  • 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. (en)
Title
  • Uncommon Regioselectivity in Thiacalix[4]arene Formylation
  • Uncommon Regioselectivity in Thiacalix[4]arene Formylation (en)
skos:prefLabel
  • Uncommon Regioselectivity in Thiacalix[4]arene Formylation
  • Uncommon Regioselectivity in Thiacalix[4]arene Formylation (en)
skos:notation
  • RIV/60461373:22310/09:00022161!RIV10-MSM-22310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA104/07/1242), P(GA203/09/0691), P(IAAX08240901), P(LC06070), Z(MSM6046137301)
http://linked.open...iv/cisloPeriodika
  • 12
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 347563
http://linked.open...ai/riv/idVysledku
  • RIV/60461373:22310/09:00022161
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • calixarene; formylation; regioselectivity; electrophilic substitution; synthesis (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [1533F271329A]
http://linked.open...i/riv/nazevZdroje
  • Journal of Organic Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 74
http://linked.open...iv/tvurceVysledku
  • Böhm, Stanislav
  • Císařová, Ivana
  • Pojarová, Michaela
  • Kundrát, Ondřej
  • Lhoták, Pavel
http://linked.open...ain/vavai/riv/wos
  • 000266969800020
http://linked.open...n/vavai/riv/zamer
issn
  • 0022-3263
number of pages
http://localhost/t...ganizacniJednotka
  • 22310
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