A Rotaxane Scaffold for the Construction of Multiporphyrinic Light-Harvesting Devices


Delavaux-Nicot B., Ben Aziza H., Nierengarten I., Thi Minh Nguyet Trinh T. M. N. T., Meichsner E., Chesse M., ...More

CHEMISTRY-A EUROPEAN JOURNAL, vol.24, no.1, pp.133-140, 2018 (SCI-Expanded, Scopus) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 24 Issue: 1
  • Publication Date: 2018
  • Doi Number: 10.1002/chem.201704124
  • Journal Name: CHEMISTRY-A EUROPEAN JOURNAL
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.133-140
  • Kocaeli University Affiliated: No

Abstract

A sophisticated photoactive molecular device has been prepared by combining recent concepts for the preparation of multifunctional nanomolecules (click chemistry on multifunctional scaffolds) with supramolecular chemistry (self-assembly to prepare rotaxanes). Specifically, a clickable [2]rotaxane scaffold incorporating a free-base porphyrin stopper has been prepared and functionalized with ten peripheral Zn(II)-porphyrin moieties. Electrochemical investigations of the final compound revealed a peculiar behavior resulting from the intramolecular coordination of the Zn(II) porphyrin moieties to 1,2,3-triazole units. Finally, steady state investigations of the compound combining Zn(II) and free-base porphyrin moieties have shown that this compound is a light-harvesting device capable of channeling the light energy from the peripheral Zn(II)-porphyrin subunits to the core by singlet-singlet energy transfer.