Novel azo-substituted metallophthalocyanines (M: Co, Ni, Cu, Zn) bearing hydroxy, carbonyl, and methoxy groups: Synthesis and evaluation as pre-catalysts for the transfer hydrogenation of aldehydes and ketones

Namli M., Isik U., KANTAR C., ŞAŞMAZ S., Aydemir M.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1355, 2026 (SCI-Expanded, Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1355
  • Basım Tarihi: 2026
  • Doi Numarası: 10.1016/j.molstruc.2025.144939
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, Chimica, Compendex, INSPEC
  • Recep Tayyip Erdoğan Üniversitesi Adresli: Evet

Özet

In this study, four novel metallophthalocyanine (MPc) compounds derived from phthalonitrile ligands incorporating o-vanillin were synthesized, characterized, and evaluated as pre-catalysts in the acetophenone and benzaldehyde transfer hydrogenation (TH) reactions. The molecular structures of the complexes were confirmed by FTIR and UV-Visible spectroscopy and elemental analysis. Among the complexes, copper phthalocyanine compound (5) exhibited the highest catalytic efficiency, promoting the acetophenone and benzaldehyde transfer hydrogenation reactions in propan-2-ol under inert conditions, and the corresponding alcohols have a 98 % conversion rate within 1 h (A1) and 99 % conversion within 6 h (K1). The results show that both the electronic effects of substituents on the phthalonitrile ligands and the central metal nature play key roles in determining the catalytic performance of the MPc complexes in TH reactions.