Bisphthalonitrile with a disulfide-based linker and its Dimethylene Analogue: Comparative structural insights

Alpugan S., EKİNEKER G., Ahsen V., Berber S., Önal E., Dumoulin F.

Crystals, cilt.6, sa.8, 2016 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 6 Sayı: 8
  • Basım Tarihi: 2016
  • Doi Numarası: 10.3390/cryst6080089
  • Dergi Adı: Crystals
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Anahtar Kelimeler: Bisphthalonitrile, Comparative characterization, DFT calculations, Disulfide, Single-crystal, Structure optimization
  • Trakya Üniversitesi Adresli: Hayır

Özet

Phthalonitriles are key precursors of phthalocyanines. Self-quenching dimeric phthalocyanines likely to be cleaved into monomeric species are of potential interest for tumour-site activated photosensitisers. Disulfide linkers can be specifically cleaved in tumoral tissue do to their reductive nature. Hence, a disulfide-linked phthalonitrile was designed to serve as further precursor of specifically tumour-activatable phthalocyanine-based photosensitising systems. Bisphthalonitrile with a disulfide-based linker and its dimethylene analogue were comparatively analyzed on a spectroscopic point of view as well as with DFT calculations. A thorough crystallographic analysis of the disulfide-linked derivative was conducted.