Assembling a phthalocyanine and perylenediimide donor-acceptor hybrid through a platinum(II) diacetylide linker

Chemistry. 2013 Oct 18;19(43):14506-14. doi: 10.1002/chem.201301630. Epub 2013 Sep 13.

Abstract

In a novel electron-donor-acceptor conjugate, phthalocyanine (Pc) and perylenediimide (PDI) are connected through a trans-platinum(II) diacetylide linker to yield Pc-Pt-PDI 1. In the ground state, the presence of Pt(II) disrupts the electronic communication between the two electroactive components, as revealed by UV/Vis spectroscopy and electrochemical studies. The photophysical behavior of 1 is compared with that of the corresponding Pc-PDI electron-donor-acceptor conjugate 2 in terms of charge separation and charge recombination. The insertion of Pt(II) between Pc and PDI impacts the results in a longer-lived Pc(.) (+) /PDI(.) (-) radical ion-pair state. In addition, the intermediately formed Pc triplet excited state is formed with higher quantum yields in 1 than in 2.

Keywords: electrochemistry; perylenediimides; photophysics; phthalocyanines; platinum acetylide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Electrons
  • Imides / chemistry*
  • Indoles / chemistry*
  • Ions / chemistry
  • Isoindoles
  • Isomerism
  • Metalloporphyrins / chemical synthesis*
  • Metalloporphyrins / chemistry
  • Organoplatinum Compounds / chemical synthesis*
  • Organoplatinum Compounds / chemistry
  • Perylene / analogs & derivatives*
  • Perylene / chemical synthesis
  • Perylene / chemistry
  • Platinum / chemistry*

Substances

  • Imides
  • Indoles
  • Ions
  • Isoindoles
  • Metalloporphyrins
  • Organoplatinum Compounds
  • perylenediimide
  • Platinum
  • Perylene
  • phthalocyanine