Pyrrolopyrrole Aza-BODIPY Analogues as Near-Infrared Chromophores and Fluorophores: Red-Shift Effects of Substituents on Absorption and Emission Spectra

Yuto Kage, Hideaki Karasaki, Shigeki Mori, Hiroyuki Furuta, Soji Shimizu

Research output: Contribution to journalArticle

Abstract

Pyrrolopyrrole aza-BODIPY analogues (PPABs) are a new class of UV/vis and near-infrared chromophores. Varying the substituents results in red-shifts of both the absorption and emission spectra. Extension of the lengths of the oligothiophene substituents from thiophene to quaterthiophene caused red-shifts of the absorption and emission from 699 and 712 nm to 809 and 853 nm, respectively. The piperidylthiophene-substituted PPAB exhibited similar red-shifts of the absorption and emission to 810 and 831 nm, respectively, although only a single thienyl component is present, because of the strong electron-donating nature of the piperidine substituent.

Original languageEnglish
JournalChemPlusChem
DOIs
Publication statusPublished - Jan 1 2019

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Fluorophores
Chromophores
Infrared radiation
Thiophenes
Electrons
4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
piperidine

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

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abstract = "Pyrrolopyrrole aza-BODIPY analogues (PPABs) are a new class of UV/vis and near-infrared chromophores. Varying the substituents results in red-shifts of both the absorption and emission spectra. Extension of the lengths of the oligothiophene substituents from thiophene to quaterthiophene caused red-shifts of the absorption and emission from 699 and 712 nm to 809 and 853 nm, respectively. The piperidylthiophene-substituted PPAB exhibited similar red-shifts of the absorption and emission to 810 and 831 nm, respectively, although only a single thienyl component is present, because of the strong electron-donating nature of the piperidine substituent.",
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T2 - Red-Shift Effects of Substituents on Absorption and Emission Spectra

AU - Kage, Yuto

AU - Karasaki, Hideaki

AU - Mori, Shigeki

AU - Furuta, Hiroyuki

AU - Shimizu, Soji

PY - 2019/1/1

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AB - Pyrrolopyrrole aza-BODIPY analogues (PPABs) are a new class of UV/vis and near-infrared chromophores. Varying the substituents results in red-shifts of both the absorption and emission spectra. Extension of the lengths of the oligothiophene substituents from thiophene to quaterthiophene caused red-shifts of the absorption and emission from 699 and 712 nm to 809 and 853 nm, respectively. The piperidylthiophene-substituted PPAB exhibited similar red-shifts of the absorption and emission to 810 and 831 nm, respectively, although only a single thienyl component is present, because of the strong electron-donating nature of the piperidine substituent.

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