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

ÇAPAN İ., SERVİ S.

LETTERS IN ORGANIC CHEMISTRY, cilt.17, sa.10, ss.801-805, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 17 Sayı: 10
  • Basım Tarihi: 2020
  • Doi Numarası: 10.2174/1570178616666190731105327
  • Dergi Adı: LETTERS IN ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.801-805
  • Anahtar Kelimeler: Norbornene, dibenzobarrelene, guanidine, benzimidazole, chiral resolution, RESOLUTION, ACID
  • Gazi Üniversitesi Adresli: Evet

Özet

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.