Synthesis of New C2-Symmetric Chiral Benzimidazole Derivatives Having Norbornene/Dibenzobarrelene Skeletons


ÇAPAN İ., SERVİ S.

LETTERS IN ORGANIC CHEMISTRY, vol.17, no.10, pp.801-805, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 17 Issue: 10
  • Publication Date: 2020
  • Doi Number: 10.2174/1570178616666190731105327
  • Journal Name: LETTERS IN ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.801-805
  • Keywords: Norbornene, dibenzobarrelene, guanidine, benzimidazole, chiral resolution, RESOLUTION, ACID
  • Gazi University Affiliated: Yes

Abstract

Racemic dicarboxylic acids were synthesized from the Diels-Alder cycloaddition reactions which formed the dibenzobarrelene and norbomene skeletons. The pure enantiomers of these compounds were obtained using brucine as the chiral auxiliary. Novel C-2-symmetric chiral benzimidazole derivatives were synthesized from the reaction of the diaminobenzene and enantiomeric dicarboxylic acids in the presence of boric acid.