Selective C-H activation of alipathic hydrocarbons under phase-transfer conditions

Peter R. Schreiner, Oliver Lauenstein, Igor V. Kolomitsyn, Suad Nadi, Andrey A. Fokin

Research output: Contribution to journalArticlepeer-review

67 Scopus citations


Bromination of alipathic hydrocarbons with NaOH/CBr4 under phase-transfer conditions selectively gives the tertiary bromide. In the absence of a tertiary C-H bond in the molecule, a secondary bond will be activated (see reaction equation). This conceptionally new system for alipathic C-H activation very likely relies on the initiation of single-electron transfer followed by a radical substitution with unusually high regioselectivity.

Original languageEnglish (US)
Pages (from-to)1895-1897
Number of pages3
JournalAngewandte Chemie - International Edition
Issue number13-14
StatePublished - Aug 3 1998


  • Adamantane
  • C-H activation
  • Phase-transfer catalysis
  • Radicals
  • Single-electron transfer


Dive into the research topics of 'Selective C-H activation of alipathic hydrocarbons under phase-transfer conditions'. Together they form a unique fingerprint.

Cite this