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Title: Symmetry breaking charge transfer as a means to study electron transfer with no driving force

Abstract

Herein we explore the symmetry breaking charge transfer process in two dipyrrin-based bichromophoric systems.

Authors:
ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]
  1. Department of Chemistry, University of Southern California, Los Angeles, USA
Publication Date:
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1508861
Grant/Contract Number:  
DE SC0016450
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Faraday Discussions
Additional Journal Information:
Journal Name: Faraday Discussions Journal Volume: 216; Journal ID: ISSN 1359-6640
Publisher:
Royal Society of Chemistry (RSC)
Country of Publication:
United Kingdom
Language:
English

Citation Formats

Kellogg, Michael, Akil, Ali, Muthiah Ravinson, Daniel Sylvinson, Estergreen, Laura, Bradforth, Stephen E., and Thompson, Mark E. Symmetry breaking charge transfer as a means to study electron transfer with no driving force. United Kingdom: N. p., 2019. Web. doi:10.1039/C8FD00201K.
Kellogg, Michael, Akil, Ali, Muthiah Ravinson, Daniel Sylvinson, Estergreen, Laura, Bradforth, Stephen E., & Thompson, Mark E. Symmetry breaking charge transfer as a means to study electron transfer with no driving force. United Kingdom. doi:10.1039/C8FD00201K.
Kellogg, Michael, Akil, Ali, Muthiah Ravinson, Daniel Sylvinson, Estergreen, Laura, Bradforth, Stephen E., and Thompson, Mark E. Thu . "Symmetry breaking charge transfer as a means to study electron transfer with no driving force". United Kingdom. doi:10.1039/C8FD00201K.
@article{osti_1508861,
title = {Symmetry breaking charge transfer as a means to study electron transfer with no driving force},
author = {Kellogg, Michael and Akil, Ali and Muthiah Ravinson, Daniel Sylvinson and Estergreen, Laura and Bradforth, Stephen E. and Thompson, Mark E.},
abstractNote = {Herein we explore the symmetry breaking charge transfer process in two dipyrrin-based bichromophoric systems.},
doi = {10.1039/C8FD00201K},
journal = {Faraday Discussions},
number = ,
volume = 216,
place = {United Kingdom},
year = {2019},
month = {7}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1039/C8FD00201K

Citation Metrics:
Cited by: 1 work
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Works referenced in this record:

Electron Transfer Reactions in Chemistry: Theory and Experiment (Nobel Lecture)
journal, August 1993

  • Marcus, Rudolph A.
  • Angewandte Chemie International Edition in English, Vol. 32, Issue 8
  • DOI: 10.1002/anie.199311113

Symmetry-Breaking Charge Transfer of Visible Light Absorbing Systems: Zinc Dipyrrins
journal, September 2014

  • Trinh, Cong; Kirlikovali, Kent; Das, Saptaparna
  • The Journal of Physical Chemistry C, Vol. 118, Issue 38
  • DOI: 10.1021/jp506855t

Determination of the empirical polarity parameterET(30) for binary solvent mixtures
journal, September 1995

  • Mancini, P. M. E.; Terenzani, A.; Gasparri, M. G.
  • Journal of Physical Organic Chemistry, Vol. 8, Issue 9
  • DOI: 10.1002/poc.610080908

Direct observation of the change in transient molecular structure of 9,9′-bianthryl using a 10 fs pulse UV laser
journal, August 2018


Electrochemistry and Electrogenerated Chemiluminescence of BODIPY Dyes
journal, March 2012

  • Nepomnyashchii, Alexander B.; Bard, Allen J.
  • Accounts of Chemical Research, Vol. 45, Issue 11
  • DOI: 10.1021/ar200278b

Femtosecond time-resolved absorption anisotropy spectroscopy on 9,9′-bianthryl: Detection of partial intramolecular charge transfer in polar and nonpolar solvents
journal, January 2009

  • Takaya, Tomohisa; Hamaguchi, Hiro-o; Iwata, Koichi
  • The Journal of Chemical Physics, Vol. 130, Issue 1
  • DOI: 10.1063/1.3043368

Einfache Methode für die Auswertung von Messungen der Transportphänomene
journal, May 1968

  • Schneider, Manfred
  • Berichte der Bunsengesellschaft für physikalische Chemie, Vol. 72, Issue 3
  • DOI: 10.1002/bbpc.196800006

Heavy Atom Free Singlet Oxygen Generation: Doubly Substituted Configurations Dominate S 1 States of Bis-BODIPYs
journal, April 2012

  • Duman, Selin; Cakmak, Yusuf; Kolemen, Safacan
  • The Journal of Organic Chemistry, Vol. 77, Issue 10
  • DOI: 10.1021/jo300051v

Empirical Parameters of Solvent Polarity as Linear Free-Energy Relationships
journal, February 1979

  • Reichardt, Christian
  • Angewandte Chemie International Edition in English, Vol. 18, Issue 2
  • DOI: 10.1002/anie.197900981

Designing Excited States: Theory-Guided Access to Efficient Photosensitizers for Photodynamic Action
journal, October 2011

  • Cakmak, Yusuf; Kolemen, Safacan; Duman, Selin
  • Angewandte Chemie International Edition, Vol. 50, Issue 50
  • DOI: 10.1002/anie.201105736

Facile synthesis of dimeric BODIPY and its catalytic activity for sulfide oxidation under visible light
journal, January 2014

  • Wang, Liang; Cao, Jing; Wang, Jian-wei
  • RSC Adv., Vol. 4, Issue 28
  • DOI: 10.1039/C4RA01501K

Exciple photophysics. I. .alpha.-Cyanonaphthalene-olefin system
journal, December 1974

  • Ware, William R.; Watt, Deborah; Holmes, J. David
  • Journal of the American Chemical Society, Vol. 96, Issue 26
  • DOI: 10.1021/ja00833a002

QM/MM Study of the Role of the Solvent in the Formation of the Charge Separated Excited State in 9,9‘-Bianthryl
journal, August 2005

  • Grozema, Ferdinand C.; Swart, Marcel; Zijlstra, Robert W. J.
  • Journal of the American Chemical Society, Vol. 127, Issue 31
  • DOI: 10.1021/ja051729g

Advances in the transient dc photocurrent technique for excited state dipole moment measurements
journal, August 1998

  • Smirnov, Sergei N.; Braun, Charles L.
  • Review of Scientific Instruments, Vol. 69, Issue 8
  • DOI: 10.1063/1.1149028

Extensive TD-DFT Benchmark: Singlet-Excited States of Organic Molecules
journal, August 2009

  • Jacquemin, Denis; Wathelet, Valérie; Perpète, Eric A.
  • Journal of Chemical Theory and Computation, Vol. 5, Issue 9
  • DOI: 10.1021/ct900298e

Manipulating Triplet Yield through Control of Symmetry-Breaking Charge Transfer
journal, May 2018

  • Das, Saptaparna; Thornbury, William G.; Bartynski, Andrew N.
  • The Journal of Physical Chemistry Letters, Vol. 9, Issue 12
  • DOI: 10.1021/acs.jpclett.8b01237

Does density functional theory contribute to the understanding of excited states of unsaturated organic compounds?
journal, October 1999


Long-range corrected double-hybrid density functionals
journal, November 2009

  • Chai, Jeng-Da; Head-Gordon, Martin
  • The Journal of Chemical Physics, Vol. 131, Issue 17
  • DOI: 10.1063/1.3244209

Structural Control of the Excited-State Dynamics of Bis(dipyrrinato)zinc Complexes:  Self-Assembling Chromophores for Light-Harvesting Architectures
journal, March 2004

  • Sazanovich, Igor V.; Kirmaier, Christine; Hindin, Eve
  • Journal of the American Chemical Society, Vol. 126, Issue 9
  • DOI: 10.1021/ja038763k

Formation of a Complete Electron Transfer State of 9,9'-Bianthryl in a Polar Solvent
journal, November 1998


Structural Changes Accompanying Intramolecular Electron Transfer:  Focus on Twisted Intramolecular Charge-Transfer States and Structures
journal, October 2003

  • Grabowski, Zbigniew R.; Rotkiewicz, Krystyna; Rettig, Wolfgang
  • Chemical Reviews, Vol. 103, Issue 10
  • DOI: 10.1021/cr940745l

Long-range charge-transfer excited states in time-dependent density functional theory require non-local exchange
journal, August 2003

  • Dreuw, Andreas; Weisman, Jennifer L.; Head-Gordon, Martin
  • The Journal of Chemical Physics, Vol. 119, Issue 6
  • DOI: 10.1063/1.1590951

Excited-State Symmetry Breaking in Cofacial and Linear Dimers of a Green Perylenediimide Chlorophyll Analogue Leading to Ultrafast Charge Separation
journal, July 2002

  • Giaimo, Jovan M.; Gusev, Alexey V.; Wasielewski, Michael R.
  • Journal of the American Chemical Society, Vol. 124, Issue 29
  • DOI: 10.1021/ja026422l

Advances in molecular quantum chemistry contained in the Q-Chem 4 program package
journal, September 2014


Electron nuclear double resonance of bacteriochlorophyll free radical in vitro and in vivo
journal, March 1973

  • Norris, James R.; Druyan, Mary Ellen.; Katz, Joseph J.
  • Journal of the American Chemical Society, Vol. 95, Issue 5
  • DOI: 10.1021/ja00786a066

Estimation of the refractive indices of some binary mixtures [English]
journal, April 2015

  • Isehunwa, S. O.; Olanisebe, E. B.; Ajiboye, O. O.
  • African Journal of Pure and Applied Chemistry, Vol. 10, Issue 4
  • DOI: 10.5897/AJPAC2015.0613

Enhanced Intersystem Crossing via a High Energy Charge Transfer State in a Perylenediimide−Perylenemonoimide Dyad
journal, September 2008

  • Veldman, Dirk; Chopin, Stéphanie M. A.; Meskers, Stefan C. J.
  • The Journal of Physical Chemistry A, Vol. 112, Issue 37
  • DOI: 10.1021/jp805949r

Excited Singlet States of Covalently Bound, Cofacial Dimers and Trimers of Perylene-3,4:9,10-bis(dicarboximide)s
journal, March 2008

  • Giaimo, Jovan M.; Lockard, Jenny V.; Sinks, Louise E.
  • The Journal of Physical Chemistry A, Vol. 112, Issue 11
  • DOI: 10.1021/jp710847q

Solvatochromic Dyes as Solvent Polarity Indicators
journal, December 1994


TD-DFT Performance for the Visible Absorption Spectra of Organic Dyes:  Conventional versus Long-Range Hybrids
journal, November 2007

  • Jacquemin, Denis; Perpète, Eric A.; Scuseria, Gustavo E.
  • Journal of Chemical Theory and Computation, Vol. 4, Issue 1
  • DOI: 10.1021/ct700187z

Reorganization energy and Stokes shift calculations from spectral data as new efficient approaches in distinguishing the end point of micellization/aggregation
journal, January 2016

  • Halder, Mintu; Datta, Shubhashis; Bolel, Priyanka
  • Analytical Methods, Vol. 8, Issue 13
  • DOI: 10.1039/C5AY02982A

Symmetry-breaking intramolecular charge transfer in the excited state of meso-linked BODIPY dyads
journal, January 2012

  • Whited, Matthew T.; Patel, Niral M.; Roberts, Sean T.
  • Chem. Commun., Vol. 48, Issue 2
  • DOI: 10.1039/C1CC12260F

Symmetry Breaking in the Relaxed S 1 Excited State of Bianthryl Derivatives in Weakly Polar Solvents
journal, June 2001

  • Piet, Jacob J.; Schuddeboom, Wouter; Wegewijs, Bastiaan R.
  • Journal of the American Chemical Society, Vol. 123, Issue 22
  • DOI: 10.1021/ja004341o

Stokes Shift as a Tool for Probing the Solvent Reorganization Energy
journal, May 1997

  • Mertz, Edward L.; Tikhomirov, Vyacheslav A.; Krishtalik, Lev I.
  • The Journal of Physical Chemistry A, Vol. 101, Issue 19
  • DOI: 10.1021/jp963042b

Symmetry-Breaking Charge Transfer in a Zinc Chlorodipyrrin Acceptor for High Open Circuit Voltage Organic Photovoltaics
journal, April 2015

  • Bartynski, Andrew N.; Gruber, Mark; Das, Saptaparna
  • Journal of the American Chemical Society, Vol. 137, Issue 16
  • DOI: 10.1021/jacs.5b00146