Cu(II)-Schiff base covalently anchored to MIL-125(Ti)-NH2 as heterogeneous catalyst for oxidation reactions

Saba Daliran, Andrea Santiago-Portillo, Sergio Navalón, Ali Reza Oveisi, Mercedes Álvaro, Ramin Ghorbani-Vaghei, Davood Azarifar, Hermenegildo García

Research output: Contribution to journalArticlepeer-review

Abstract

MIL-125(Ti)-NH2 has been modified by reaction of salicylaldehyde with the terephthalate amino groups to form a salicylideneimine that act as ligand of Cu2+. The success of the postsynthetic modification was assessed by FTIR spectroscopy of the MIL-125(Ti)-NH2-Sal-Cu and by analysis by 1H NMR spectroscopy of the organic linkers upon dissolution of MIL-125(Ti)-NH2-Sal-Cu. In comparison with parent MIL-125(Ti)-NH2 and MIL-125(Ti)-NH2-Sal, that exhibit a poor activity, the presence of the Cu-Schiff base complex in MIL-125(Ti)-NH2-Sal-Cu catalyst for the oxidation of 1-phenylethanol by tert-butylhydroperoxyde (TBHP, 3 eq.) increases notably the catalytic activity. Hot filtration test and reusability experiments confirm that the process is heterogeneous and that MIL-125(Ti)-NH2-Sal-Cu is stable under the reaction conditions. Quenching studies and EPR spectra using N-tbutylphenylnitrone indicate the generation of tBuOO[rad] and tBuO[rad] under the reaction conditions. The scope of MIL-125(Ti)-NH2-Sal-Cu as oxidation catalyst by tBuOOH was studied for benzyl alcohol as well as alicyclic and aliphatic alcohols and ethylbenzene.

Original languageEnglish
Pages (from-to)700-710
Number of pages11
JournalJournal of Colloid and Interface Science
Volume532
DOIs
Publication statusPublished - 15 Dec 2018
Externally publishedYes

Keywords

  • Heterogeneous catalysis
  • Metal-organic frameworks: Cu(II) Schiff-base complex
  • Tert-butylhydroperoxyde

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