At last, 1,10-phenanthroline-N,N-dioxide, a new type of helicene, has been synthesized using HOF · CH3CN

Shlomo Rozen*, Sharon Dayan

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

For more than 50 years the synthesis of 1,10-phenanthroline-N,N'-dioxide (2) has been sought. The reason for the failure of all the earlier attempts is that the limited space in the bay area of the starting material 1,10- phenanthroline (1) cannot accommodate two oxygen atoms. The oxidation has now been achieved with the oxygen-transfer agent HOF. CH3CN, and X-ray studies have revealed that the product is not planar but is a new type of helicene - in this way the 'space problem' for the two oxygen atoms has been solved.

Original languageEnglish
Pages (from-to)3472-3473
Number of pages2
JournalAngewandte Chemie - International Edition
Volume38
Issue number23
DOIs
StatePublished - 3 Dec 1999

Keywords

  • Fluorine
  • Helical structures
  • N oxides
  • Nitrogen heterocycles
  • Oxidation

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