Molecular-shape-dependent photophysical properties of meso-β doubly Linked Zn(II) porphyrin arrays and their indene-fused analogues

Ji Haeng Heo, Toshiaki Ikeda, Jong Min Lim, Naoki Aratani, Atsuhiro Osuka, Dongho Kim

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

meso-β doubly linked Zn(II) porphyrin arrays and their indene-fused analogues were prepared by Suzuki - Miyaura coupling and subsequent oxidation with DDQ-Sc(OTf)3. The excited state properties of these conjugated porphyrin arrays have been investigated by steady-state and time-resolved spectroscopy along with quantum mechanical calculations to reveal their molecular shape dependencies with respect to syn- versus anti-connectivity as well as nonfused versus fused structures. Nonfused syn-trimer exhibits nearly the same S1-state lifetime and two-photon absorption (TPA) value as the nonfused dimer, while the nonfused anti-trimer exhibits different values. The TD-DFT calculations also demonstrate that the nonfused anti-trimer has a different electronic structure from the corresponding iyn-trimer. Indene-fused dimers and trimers exhibit the enhanced TPA values and shortened S 1-state lifetime because of the elongated π-conjugation and the perturbation of electronic structures. Our research provides further insight into the molecular-shape-dependent electronic properties of meso-β doubly linked Zn(II) porphyrin arrays.

Original languageEnglish
Pages (from-to)14528-14536
Number of pages9
JournalJournal of Physical Chemistry B
Volume114
Issue number45
DOIs
Publication statusPublished - 2010 Dec 8

Fingerprint

indene
Porphyrins
trimers
porphyrins
analogs
Dimers
Electronic structure
Photons
Excited states
Discrete Fourier transforms
Electronic properties
dimers
electronic structure
life (durability)
Spectroscopy
photons
Oxidation
conjugation
perturbation
oxidation

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Surfaces, Coatings and Films
  • Materials Chemistry

Cite this

Heo, Ji Haeng ; Ikeda, Toshiaki ; Lim, Jong Min ; Aratani, Naoki ; Osuka, Atsuhiro ; Kim, Dongho. / Molecular-shape-dependent photophysical properties of meso-β doubly Linked Zn(II) porphyrin arrays and their indene-fused analogues. In: Journal of Physical Chemistry B. 2010 ; Vol. 114, No. 45. pp. 14528-14536.
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Molecular-shape-dependent photophysical properties of meso-β doubly Linked Zn(II) porphyrin arrays and their indene-fused analogues. / Heo, Ji Haeng; Ikeda, Toshiaki; Lim, Jong Min; Aratani, Naoki; Osuka, Atsuhiro; Kim, Dongho.

In: Journal of Physical Chemistry B, Vol. 114, No. 45, 08.12.2010, p. 14528-14536.

Research output: Contribution to journalArticle

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AU - Osuka, Atsuhiro

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N2 - meso-β doubly linked Zn(II) porphyrin arrays and their indene-fused analogues were prepared by Suzuki - Miyaura coupling and subsequent oxidation with DDQ-Sc(OTf)3. The excited state properties of these conjugated porphyrin arrays have been investigated by steady-state and time-resolved spectroscopy along with quantum mechanical calculations to reveal their molecular shape dependencies with respect to syn- versus anti-connectivity as well as nonfused versus fused structures. Nonfused syn-trimer exhibits nearly the same S1-state lifetime and two-photon absorption (TPA) value as the nonfused dimer, while the nonfused anti-trimer exhibits different values. The TD-DFT calculations also demonstrate that the nonfused anti-trimer has a different electronic structure from the corresponding iyn-trimer. Indene-fused dimers and trimers exhibit the enhanced TPA values and shortened S 1-state lifetime because of the elongated π-conjugation and the perturbation of electronic structures. Our research provides further insight into the molecular-shape-dependent electronic properties of meso-β doubly linked Zn(II) porphyrin arrays.

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