Structure Based Modulation of Electron Dynamics in meso-(4-Pyridyl)-BODIPYs: A Computational and Synthetic Approach

The Journal of Physical Chemistry. a
Daniel J LaMasterM Graça H Vicente

Abstract

The effects of structural modification on the electronic structure and electron dynamics of cationic meso-(4-pyridyl)-BODIPYs were investigated. A library of 2,6-difunctionalized meso-(4-pyridyl)-BODIPYs bearing various electron-withdrawing substituents was designed, and DFT calculations were used to model the redox properties, while TDDFT was used to determine the effects of functionalization on the excited states. Structural modification was able to restructure the low-lying molecular orbitals to effectively inhibit d-PeT. A new meso-(4-pyridyl)-BODIPY bearing 2,6-dichloro groups was synthesized and shown to exhibit enhanced charge recombination fluorescence. The fluorescence enhancement was determined to be the result of functionalization modulating the kinetics of the excited state dynamics.

References

Aug 17, 2006·Journal of the American Chemical Society·Tasuku UenoTetsuo Nagano
Nov 17, 2006·The Journal of Physical Chemistry. B·Matthew E McCarrollDaniel J Dyer
May 12, 2007·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Anthony HarrimanRaymond Ziessel
Oct 11, 2007·Chemical Reviews·Aurore Loudet, Kevin Burgess
Dec 20, 2007·Angewandte Chemie·Gilles UlrichAnthony Harriman
Feb 15, 2008·The Journal of Organic Chemistry·Lingling LiKevin Burgess
Oct 7, 2008·The Journal of Physical Chemistry. a·J BañuelosI López Arbeloa
Apr 22, 2009·Organic Letters·Song Lin NiuAnthony Romieu
May 23, 2009·Journal of the American Chemical Society·Daniel P KennedyShawn C Burdette
Jul 2, 2009·Journal of the American Chemical Society·Liangxing WuKevin Burgess
Nov 3, 2009·Bioorganic & Medicinal Chemistry Letters·Ozlem Dilek, Susan L Bane
Jun 19, 2010·Journal of Photochemistry and Photobiology. B, Biology·Timothy J JensenKevin M Smith
Nov 23, 2010·Organic & Biomolecular Chemistry·Song Lin NiuAnthony Romieu
May 24, 2011·Organic Letters·Thomas Bura, Raymond Ziessel
May 1, 2012·Chemistry : a European Journal·Song-lin NiuRaymond Ziessel
Jun 12, 2012·Journal of Photochemistry and Photobiology. B, Biology·E CarusoV T Orlandi
Feb 16, 2013·Pflügers Archiv : European journal of physiology·Takuya Terai, Tetsuo Nagano
May 22, 2013·European Journal of Medicinal Chemistry·Sashikanth BanappagariSeetharama Satyanarayanajois
Aug 16, 2013·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Denis FrathRaymond Ziessel
Oct 12, 2013·Organic & Biomolecular Chemistry·Bertrand BrizetFranck Denat
Apr 15, 2014·Inorganic Chemistry·Juergen BartelmessRoger D Sommer
May 7, 2014·Bioconjugate Chemistry·Alexandra M CourtisRalph Mazitschek
Mar 24, 2015·Inorganic Chemistry·Alex L NguyenM Graça H Vicente
Mar 25, 2015·Chemical Society Reviews·Toshiyuki KowadaKazuya Kikuchi
Jul 21, 2015·The Journal of Organic Chemistry·Bhausaheb DhokaleRajneesh Misra
Nov 2, 2015·Journal of Fluorescence·Yu S MarfinI K Tomilova
Jan 12, 2016·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Jorge Bañuelos
Apr 3, 2016·Chembiochem : a European Journal of Chemical Biology·Aoi TakedaYasuteru Urano
Apr 6, 2016·The Journal of Physical Chemistry. a·Joshua K G Karlsson, Anthony Harriman
Mar 21, 2017·Chemical Society Reviews·Ji-Ting HouJong Seung Kim
Apr 18, 2017·Bioconjugate Chemistry·Ning ZhaoM Graça H Vicente
Mar 28, 2013·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Shilei ZhuHaiying Liu

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