Aromatic boron wheels with more than one carbon atom in the center: C 2B8, C3B93+, and C 5B11+

Stefan Erhardt, Gernot Frenking, Zhongfang Chen, Paul Von Ragué Schleyer

Research output: Contribution to journalArticlepeer-review

95 Scopus citations

Abstract

A convergent synthesis of α-methylene amides exploits a hybrid radical/ionic concept in which radical carbonylation of alkynes is followed by ionic trapping of the resulting carbonyl-containing radical species with amines (see scheme). The reaction of substituted terminal alkynes with pressurized CO, Bu3SnH, and 2,2′-azobis-isobutyronitrile in the presence of a large excess of amines gave good yields of the corresponding α-methylene amides.

Original languageEnglish
Pages (from-to)1078-1082
Number of pages5
JournalAngewandte Chemie - International Edition
Volume44
Issue number7
DOIs
StatePublished - 4 Feb 2005
Externally publishedYes

Keywords

  • Aromaticity
  • Boron
  • Carboranes
  • Density functional calculations

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