Quadrupolar Dyes Based on Highly Polarized Coumarins

Krzysztof Górski; Irena Deperasińska; Glib V Baryshnikov; Shuhei Ozaki; Kenji Kamada; Hans Ågren; Daniel T Gryko

doi:10.1021/acs.orglett.1c02349

Quadrupolar Dyes Based on Highly Polarized Coumarins

Org Lett. 2021 Sep 3;23(17):6770-6774. doi: 10.1021/acs.orglett.1c02349. Epub 2021 Aug 16.

Authors

Krzysztof Górski¹, Irena Deperasińska², Glib V Baryshnikov³, Shuhei Ozaki^{4

5}, Kenji Kamada^{4

5}, Hans Ågren⁶, Daniel T Gryko¹

Affiliations

¹ Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
² Institute of Physics, Polish Academy of Sciences, Al. Lotników 32/46, 02-668 Warsaw, Poland.
³ Laboratory of Organic Electronics, Department of Science and Technology, Linköping University, SE-60174 Norrköping, Sweden.
⁴ Nanomaterials Research Institute (NMRI), National Institute of Advanced Industrial Science and Technology (AIST), Ikeda, Osaka 563-8577, Japan.
⁵ Department of Chemistry, Graduate School of Science and Technology, Kwansei Gakuin University, Sanda 669-1337, Japan.
⁶ Department of Physics and Astronomy, Uppsala University, Box 516, SE-751 20 Uppsala, Sweden.

Abstract

The fluorescence and other photophysical parameters of highly polarized, quadrupolar bis-coumarins possessing an electron-rich pyrrolo[3,2-b]pyrrole bridging unit are highly dependent on the linking position between both chromophores. Delocalization of the LUMO on the entire π-system results in intense emission and strong two-photon absorption.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Coumarins / chemistry*
Electrons
Fluorescence
Molecular Structure
Photons
Pyrroles / chemistry*

Substances

Coumarins
Pyrroles