1,2-Diborolanes with strong donor substituents: Synthesis and high antimicrobial activity

ŞAHİN Y., Coban E. P., SEVİNÇEK R., BIYIK H. H., Ozgener H., Aygun M.

BIOORGANIC CHEMISTRY, cilt.106, 2021 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 106
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1016/j.bioorg.2020.104494
  • Dergi Adı: BIOORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, Chimica, EMBASE, MEDLINE, Veterinary Science Database
  • Anahtar Kelimeler: Diborolane, Diboracyclopentane, Heterocycles, Antimicrobial, NEIGHBORING BORON ATOMS, RINGS
  • Dokuz Eylül Üniversitesi Adresli: Evet

Özet

1,2-diborolanes with strong and without strong donor substituents have been described, and are also referred to as 1,2-diboracyclopentane. The 1,2-diaryl/alkyl-amino-1,2-diboracyclopentanes 2, 3, and 4 were obtained in good yield after the reaction of 1,2-dichloro-1,2-diboracyclopentane 1 with ArNHLi and Me3Si-NR2. The structures of these new derivatives were characterized by nuclear magnetic resonance spectroscopy. The molecular structures of 2b, 2c, 2e, 4, and 5f were also determined by single-crystal X-ray diffraction. The newly synthesized 1,2-borolanes are stable in air and showed particularly high activity against some Gram-positive bacteria.