About: 2,5-Dimethylphenacyl carbonates: A photoremovable protecting group for alcohols and phenols     Goto   Sponge   NotDistinct   Permalink

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Description
  • Synthesis and photochemistry of a photochemically removable protecting group for alcohols and phenols, based on the 2,5-dimethylphenacyl (DMP) chromophore, is described. DMP carbonates release the corresponding hydroxy group containing molecules in high isolated yields (>70%), with quantum yields = 0.1-0.2 in methanol and = 0.36-0.51 in cyclohexane. The reactions proceed predominantly by the triplet pathway via E-photoenols, the lifetimes of which of approximately 2 s or 3 ms in cyclohexane or methanol, respectively, were determined by laser flash photolysis.
  • Synthesis and photochemistry of a photochemically removable protecting group for alcohols and phenols, based on the 2,5-dimethylphenacyl (DMP) chromophore, is described. DMP carbonates release the corresponding hydroxy group containing molecules in high isolated yields (>70%), with quantum yields = 0.1-0.2 in methanol and = 0.36-0.51 in cyclohexane. The reactions proceed predominantly by the triplet pathway via E-photoenols, the lifetimes of which of approximately 2 s or 3 ms in cyclohexane or methanol, respectively, were determined by laser flash photolysis. (en)
Title
  • 2,5-Dimethylphenacyl carbonates: A photoremovable protecting group for alcohols and phenols
  • 2,5-Dimethylphenacyl carbonates: A photoremovable protecting group for alcohols and phenols (en)
skos:prefLabel
  • 2,5-Dimethylphenacyl carbonates: A photoremovable protecting group for alcohols and phenols
  • 2,5-Dimethylphenacyl carbonates: A photoremovable protecting group for alcohols and phenols (en)
skos:notation
  • RIV/00216224:14310/05:00012346!RIV10-MSM-14310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA203/05/0641), Z(MSM0021622413)
http://linked.open...iv/cisloPeriodika
  • 1
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
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http://linked.open...dnocenehoVysledku
  • 552697
http://linked.open...ai/riv/idVysledku
  • RIV/00216224:14310/05:00012346
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • photochemistry; phenacyl; protecting group (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [7799F62882E3]
http://linked.open...i/riv/nazevZdroje
  • Photochemical and Photobiological Sciences
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
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http://linked.open...vavai/riv/projekt
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http://linked.open...v/svazekPeriodika
  • 4
http://linked.open...iv/tvurceVysledku
  • Klán, Petr
  • Wirz, Jakob
  • Literák, Jaromír
http://linked.open...ain/vavai/riv/wos
  • 000225889800005
http://linked.open...n/vavai/riv/zamer
issn
  • 1474-905X
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  • 14310
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