benzyltriphenylphosphonium bromide | 106053-79-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyltriphenylphosphonium bromide
• 英文别名: Pentadeuterobenzyl-triphenylphosphoniumbromid
• CAS: 106053-79-6
• 化学式: Br*C₂₅H₂₂P
• 分子量: 438.288
• InChiKey: WTEPWWCRWNCUNA-HVYUUNGWSA-M

反应信息

• 作为反应物：
  描述：

  benzyltriphenylphosphonium bromide 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 1-(4-tert-butylphenyl)-2-phenylethane
  参考文献：
  名称：

  Intermediate ion-neutral complexes formed during the gas-phase protonolysis ofp-(tert-butyl)-substituted α,ω-diphenylalkanes

  摘要：

  AbstractLoss of isobutane is the exclusive fragmentation channel of long‐lived protonated tert‐butyl‐substituted α,ω‐diphenylalkanes with chain lengths n = 2–12. Methane chemical ionization/mass‐analysed ion kinetic energy spectrometry of the [M + H]+ ions and several deuterium‐labelled tert‐butyl‐substituted 1,2‐, 1,3‐ and 1,10‐diphenylalkanes revealed that the reaction involves with equal probability and maximum regioselectivity a hydride ion from both the adjacent and the remote benzylic methylene groups, irrespective of the length of the aliphatic chain. The isotope effect of the hydride abstraction step was found to be same in all cases, k[C4H10]/k[C4H9D] = 1.6 ± 0.1. A sterically restricted system, protonated 1‐benzyl‐4‐(tert‐butylbenzyl)benzene, shows the same behaviour. This implies, as a general phenomenon, the formation of intermediate ion–neutral complexes [C4H9+ Ar(CH2)n Ar] along with (or instead of) the corresponding π complexes [C4H9+ …︁ Ar(CH2)nAr] prior to isobutane elimination (Ar represents a phenyl or substituted‐phenyl group).

  DOI：

  10.1002/oms.1210281016

文献信息

• Elektronensto�-induzierte Spaltung der Stilben-Doppelbindung
  作者：Klaus K. Mayer、Silvia Prior、Wolfgang Wiegrebe

  DOI：10.1007/bf00810900

  日期：1986.4