Engineering giant excitonic coupling in bioinspired, covalently bridged BODIPY dyads

Ansteatt, Sara; Uthe, Brian; Mandal, Bikash; Gelfand, Rachel S.; Dunietz, Barry D.; Pelton, Matthew; Ptaszek, Marcin

doi:10.1039/d2cp05621f

Engineering giant excitonic coupling in bioinspired, covalently bridged BODIPY dyads

Journal Article · Wed Feb 22 00:00:00 EST 2023 · Physical Chemistry Chemical Physics. PCCP

DOI:https://doi.org/10.1039/d2cp05621f· OSTI ID:2420524

^[1]; Uthe, Brian ^[2]; Mandal, Bikash ^[3]; Gelfand, Rachel S. ^[2]; ^[3]; ^[2]; ^[2]

Univ. of Maryland Baltimore County (UMBC), Baltimore, MD (United States); OSTI
Univ. of Maryland Baltimore County (UMBC), Baltimore, MD (United States)
Kent State Univ., Kent, OH (United States)

Strong excitonic coupling in photosynthetic systems is believed to enable efficient light absorption and quantitative charge separation, motivating the development of artificial multi-chromophore arrays with equally strong or even stronger excitonic coupling. However, large excitonic coupling strengths have typically been accompanied by fast non-radiative recombination, limiting the potential of the arrays for solar energy conversion as well as other applications such as fluorescent labeling. Here, in this work, we report giant excitonic coupling leading to broad optical absorption in bioinspired BODIPY dyads that have high photostability, excited-state lifetimes at the nanosecond scale, and fluorescence quantum yields of nearly 50%. Through the synthesis, spectroscopic characterization, and computational modeling of a series of dyads with different linking moieties, we show that the strongest coupling is obtained with diethynylmaleimide linkers, for which the coupling occurs through space between BODIPY units with small separations and slipped co-facial orientations. Other linkers allow for broad tuning of both the relative through-bond and through-space coupling contributions and the overall strength of interpigment coupling, with a tradeoff observed in general between the strength of the two coupling mechanisms. These findings open the door to the synthesis of molecular systems that function effectively as light-harvesting antennas and as electron donors or acceptors for solar energy conversion.

View Accepted Manuscript (DOE)

Research Organization:: Kent State Univ., Kent, OH (United States)

Sponsoring Organization:: USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0016501

OSTI ID:: 2420524

Alternate ID(s):: OSTI ID: 1960056

Journal Information:: Physical Chemistry Chemical Physics. PCCP, Journal Name: Physical Chemistry Chemical Physics. PCCP Journal Issue: 11 Vol. 25; ISSN 1463-9076

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

References (86)

Designing Excited States: Theory-Guided Access to Efficient Photosensitizers for Photodynamic Action Cakmak, Yusuf; Kolemen, Safacan; Duman, Selin Angewandte Chemie International Edition, Vol. 50, Issue 50 https://doi.org/10.1002/anie.201105736	journal	October 2011
Excitonically Coupled Cyclic BF ₂ Arrays of Calix[8]‐ and Calix[16]phyrin as Near‐IR‐Chromophores Kim, Taeyeon; Duan, Zhiming; Talukdar, Sangita Angewandte Chemie International Edition, Vol. 59, Issue 31 https://doi.org/10.1002/anie.202004867	journal	May 2020
meso-Alkynyl BODIPYs: Structure, Photoproperties, π-Extension, and Manipulation of Frontier Orbitals Kusaka, Shinpei; Sakamoto, Ryota; Kitagawa, Yasutaka Chemistry - An Asian Journal, Vol. 8, Issue 4 https://doi.org/10.1002/asia.201201176	journal	February 2013
Bis(BF2)-2,2′-Bidipyrrins (BisBODIPYs): Highly Fluorescent BODIPY Dimers with Large Stokes Shifts Bröring, Martin; Krüger, Robin; Link, Stephan Chemistry - A European Journal, Vol. 14, Issue 10 https://doi.org/10.1002/chem.200701912	journal	March 2008
Conjugated BODIPY DYEmers by Metathesis Reactions Ahrens, Johannes; Haberlag, Birte; Scheja, Anne Chemistry - A European Journal, Vol. 20, Issue 10 https://doi.org/10.1002/chem.201303468	journal	December 2013
Photosynthetic Antenna-Reaction Center Mimicry by Using Boron Dipyrromethene Sensitizers El-Khouly, Mohamed E.; Fukuzumi, Shunichi; D'Souza, Francis ChemPhysChem, Vol. 15, Issue 1 https://doi.org/10.1002/cphc.201300715	journal	November 2013
Comparison of bacterial reaction centers and photosystem II Kálmán, László; Williams, JoAnn C.; Allen, James P. Photosynthesis Research, Vol. 98, Issue 1-3 https://doi.org/10.1007/s11120-008-9369-z	journal	October 2008
Palladium-mediated cross-coupling reactions involving 3-substituted alkyl (E)-2,3-dibromopropenoates and arylzinc or aryltin derivatives Rossi, Renzo; Bellina, Fabio; Carpita, Adriano Tetrahedron, Vol. 52, Issue 11 https://doi.org/10.1016/S0040-4020(96)00071-3	journal	March 1996
Excimer emission and energy transfer in cofacial boradiazaindacene (BODIPY) dimers built on a xanthene scaffold Saki, Neslihan; Dinc, Tarik; Akkaya, Engin U. Tetrahedron, Vol. 62, Issue 11 https://doi.org/10.1016/j.tet.2005.12.021	journal	March 2006
Molecular Aggregate Photophysics beyond the Kasha Model: Novel Design Principles for Organic Materials Hestand, Nicholas J.; Spano, Frank C. Accounts of Chemical Research, Vol. 50, Issue 2 https://doi.org/10.1021/acs.accounts.6b00576	journal	January 2017
Synthesis of Unsymmetrical Derivatives of Pentacene for Materials Applications Tykwinski, Rik R. Accounts of Chemical Research, Vol. 52, Issue 8 https://doi.org/10.1021/acs.accounts.9b00216	journal	July 2019
Free Charge Carriers in Homo-Sorted π-Stacks of Donor–Acceptor Conjugates Madhu, Meera; Ramakrishnan, Remya; Vijay, Vishnu Chemical Reviews, Vol. 121, Issue 13 https://doi.org/10.1021/acs.chemrev.1c00078	journal	June 2021
Perylene Bisimide Dye Assemblies as Archetype Functional Supramolecular Materials Würthner, Frank; Saha-Möller, Chantu R.; Fimmel, Benjamin Chemical Reviews, Vol. 116, Issue 3 https://doi.org/10.1021/acs.chemrev.5b00188	journal	August 2015
Light Absorption and Energy Transfer in the Antenna Complexes of Photosynthetic Organisms Mirkovic, Tihana; Ostroumov, Evgeny E.; Anna, Jessica M. Chemical Reviews, Vol. 117, Issue 2 https://doi.org/10.1021/acs.chemrev.6b00002	journal	March 2016
Expanded Theory of H- and J-Molecular Aggregates: The Effects of Vibronic Coupling and Intermolecular Charge Transfer Hestand, Nicholas J.; Spano, Frank C. Chemical Reviews, Vol. 118, Issue 15 https://doi.org/10.1021/acs.chemrev.7b00581	journal	April 2018
Solvation-Mediated Tuning of the Range-Separated Hybrid Functional: Self-Sufficiency through Screened Exchange Joo, Bora; Han, Herim; Kim, Eung-Gun Journal of Chemical Theory and Computation, Vol. 14, Issue 6 https://doi.org/10.1021/acs.jctc.8b00049	journal	May 2018
Fundamental Gaps of Condensed-Phase Organic Semiconductors from Single-Molecule Calculations using Polarization-Consistent Optimally Tuned Screened Range-Separated Hybrid Functionals Bhandari, Srijana; Cheung, Margaret S.; Geva, Eitan Journal of Chemical Theory and Computation, Vol. 14, Issue 12 https://doi.org/10.1021/acs.jctc.8b00876	journal	November 2018
Photoisomerization of Enediynyl Linker Leads to Slipped Cofacial Hydroporphyrin Dyads with Strong Through-Bond and Through-Space Electronic Interactions Meares, Adam; Yu, Zhanqian; Viswanathan Bhagavathy, Ganga The Journal of Organic Chemistry, Vol. 84, Issue 12 https://doi.org/10.1021/acs.joc.9b00731	journal	May 2019
Photophysical Properties and Electronic Structure of Hydroporphyrin Dyads Exhibiting Strong Through-Space and Through-Bond Electronic Interactions Roy, Arpita; Diers, James R.; Niedzwiedzki, Dariusz M. The Journal of Physical Chemistry A, Vol. 126, Issue 31 https://doi.org/10.1021/acs.jpca.2c03114	journal	July 2022
Strong Electronic Coupling Dominates the Absorption and Fluorescence Spectra of Covalently Bound BisBODIPYs Knippenberg, S.; Bohnwagner, M. V.; Harbach, P. H. P. The Journal of Physical Chemistry A, Vol. 119, Issue 8 https://doi.org/10.1021/acs.jpca.5b00637	journal	February 2015
Effects of Strong Electronic Coupling in Chlorin and Bacteriochlorin Dyads Kang, Hyun Suk; Esemoto, Nopondo N.; Diers, James R. The Journal of Physical Chemistry A, Vol. 120, Issue 3 https://doi.org/10.1021/acs.jpca.5b10686	journal	January 2016
Photophysical Properties and Electronic Structure of Porphyrins Bearing Zero to Four meso -Phenyl Substituents: New Insights into Seemingly Well Understood Tetrapyrroles Mandal, Amit Kumar; Taniguchi, Masahiko; Diers, James R. The Journal of Physical Chemistry A, Vol. 120, Issue 49 https://doi.org/10.1021/acs.jpca.6b09483	journal	December 2016
A Revisit to the Orthogonal Bodipy Dimers: Experimental Evidence for the Symmetry Breaking Charge Transfer-Induced Intersystem Crossing Liu, Ya; Zhao, Jianzhang; Iagatti, Alessandro The Journal of Physical Chemistry C, Vol. 122, Issue 5 https://doi.org/10.1021/acs.jpcc.7b10213	journal	January 2018
Essential States Model for Merocyanine Dye Stacks: Bridging Electronic and Optical Absorption Properties Bialas, David; Zhong, Chuwei; Würthner, F. The Journal of Physical Chemistry C, Vol. 123, Issue 30 https://doi.org/10.1021/acs.jpcc.9b04430	journal	July 2019
Davydov Splitting in Squaraine Dimers Zhong, Chuwei; Bialas, David; Collison, Christopher J. The Journal of Physical Chemistry C, Vol. 123, Issue 30 https://doi.org/10.1021/acs.jpcc.9b05297	journal	July 2019
Singlet Fission Mediated Photophysics of BODIPY Dimers Montero, Raúl; Martínez-Martínez, Virginia; Longarte, Asier The Journal of Physical Chemistry Letters, Vol. 9, Issue 3 https://doi.org/10.1021/acs.jpclett.7b03074	journal	January 2018
Vibronic Coherence in the Charge Separation Process of the Rhodobacter sphaeroides Reaction Center Ma, Fei; Romero, Elisabet; Jones, Michael R. The Journal of Physical Chemistry Letters, Vol. 9, Issue 8 https://doi.org/10.1021/acs.jpclett.8b00108	journal	March 2018
Intramolecular Vibrations Complement the Robustness of Primary Charge Separation in a Dimer Model of the Photosystem II Reaction Center Fujihashi, Yuta; Higashi, Masahiro; Ishizaki, Akihito The Journal of Physical Chemistry Letters, Vol. 9, Issue 17 https://doi.org/10.1021/acs.jpclett.8b02119	journal	August 2018
Highly Water-Soluble BODIPY-Based Fluorescent Probe for Sensitive and Selective Detection of Nitric Oxide in Living Cells K. Vegesna, Giri; Sripathi, Srinivas R.; Zhang, Jingtuo ACS Applied Materials & Interfaces, Vol. 5, Issue 10 https://doi.org/10.1021/am303247s	journal	May 2013
Directly Linked Porphyrin Arrays with Tunable Excitonic Interactions Kim, Dongho; Osuka, Atsuhiro Accounts of Chemical Research, Vol. 37, Issue 10 https://doi.org/10.1021/ar030242e	journal	October 2004
The Role of Chromophore Coupling in Singlet Fission Johnson, Justin C.; Nozik, Arthur J.; Michl, Josef Accounts of Chemical Research, Vol. 46, Issue 6 https://doi.org/10.1021/ar300193r	journal	January 2013
Self-Assembly Strategies for Integrating Light Harvesting and Charge Separation in Artificial Photosynthetic Systems Wasielewski, Michael R. Accounts of Chemical Research, Vol. 42, Issue 12 https://doi.org/10.1021/ar9001735	journal	December 2009
BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties Loudet, Aurore; Burgess, Kevin Chemical Reviews, Vol. 107, Issue 11 https://doi.org/10.1021/cr078381n	journal	November 2007
Homoaromaticity Williams, Richard Vaughan Chemical Reviews, Vol. 101, Issue 5 https://doi.org/10.1021/cr9903149	journal	March 2001
Strongly Coupled Porphyrin Arrays Featuring Both π-Cofacial and Linear-π-Conjugative Interactions Fletcher, James T.; Therien, Michael J. Inorganic Chemistry, Vol. 41, Issue 2 https://doi.org/10.1021/ic010871p	journal	January 2002
Synthesis and Reactivity of 4,4-Dialkoxy-BODIPYs: An Experimental and Computational Study Nguyen, Alex L.; Bobadova-Parvanova, Petia; Hopfinger, Melissa Inorganic Chemistry, Vol. 54, Issue 7 https://doi.org/10.1021/ic502821m	journal	March 2015
Through-space and through-bond effects on exciton interactions in rigidly linked dinaphthyl molecules Scholes, Gregory D.; Ghiggino, Kenneth P.; Oliver, Anna M. Journal of the American Chemical Society, Vol. 115, Issue 10 https://doi.org/10.1021/ja00063a061	journal	May 1993
Unique ultraviolet-vis absorption and circular dichroic exciton-split spectra of a chiral biscyanine dye: origin and nature Berova, Nikolina; Gargiulo, Dario; Derguini, Fadila Journal of the American Chemical Society, Vol. 115, Issue 11 https://doi.org/10.1021/ja00064a042	journal	June 1993
Chlorophyll-porphyrin heterodimers with orthogonal .pi. systems: solvent polarity dependent photophysics Wasielewski, Michael R.; Johnson, Douglas G.; Niemczyk, Mark P. Journal of the American Chemical Society, Vol. 112, Issue 18 https://doi.org/10.1021/ja00174a005	journal	August 1990
Dimers of Dipyrrometheneboron Difluoride (BODIPY) with Light Spectroscopic Applications in Chemistry and Biology Bergström, Fredrik; Mikhalyov, Ilya; Hägglöf, Peter Journal of the American Chemical Society, Vol. 124, Issue 2 https://doi.org/10.1021/ja010983f	journal	January 2002
π-Extended Dipyrrins Capable of Highly Fluorogenic Complexation with Metal Ions Filatov, Mikhail A.; Lebedev, Artem Y.; Mukhin, Sergei N. Journal of the American Chemical Society, Vol. 132, Issue 28 https://doi.org/10.1021/ja102852v	journal	July 2010
Coupled Oscillators for Tuning Fluorescence Properties of Squaraine Dyes Lambert, Christoph; Scherpf, Thorsten; Ceymann, Harald Journal of the American Chemical Society, Vol. 137, Issue 10 https://doi.org/10.1021/ja512338w	journal	March 2015
Unexpectedly Similar Charge Transfer Rates through Benzo-Annulated Bicyclo[2.2.2]octanes Goldsmith, Randall H.; Vura-Weis, Josh; Scott, Amy M. Journal of the American Chemical Society, Vol. 130, Issue 24 https://doi.org/10.1021/ja8004623	journal	May 2008
Intramolecular Electronic Interactions between Nonconjugated Arene and Quinone Chromophores Jansen, Georg; Kahlert, Björn; Klärner, Frank-Gerrit Journal of the American Chemical Society, Vol. 132, Issue 25 https://doi.org/10.1021/ja910362j	journal	June 2010
Through-Bond Orbital Coupling, the Parity Rule, and the Design of “Superbridges” Which Exhibit Greatly Enhanced Electronic Coupling: A Natural Bond Orbital Analysis Paddon-Row, Michael N.; Shephard, Michael J. Journal of the American Chemical Society, Vol. 119, Issue 23 https://doi.org/10.1021/ja964132x	journal	June 1997
[n]Helicene Diimides (n = 5, 6, and 7): Through-Bond versus Through-Space Conjugation Saal, Fridolin; Zhang, Fangyuan; Holzapfel, Marco Journal of the American Chemical Society, Vol. 142, Issue 51 https://doi.org/10.1021/jacs.0c11053	journal	December 2020
Perspectives in Dye Chemistry: A Rational Approach toward Functional Materials by Understanding the Aggregate State Bialas, David; Kirchner, Eva; Röhr, Merle I. S. Journal of the American Chemical Society, Vol. 143, Issue 12 https://doi.org/10.1021/jacs.0c13245	journal	March 2021
Synthetic Control of Exciton Dynamics in Bioinspired Cofacial Porphyrin Dimers Roy, Partha Pratim; Kundu, Sohang; Valdiviezo, Jesús Journal of the American Chemical Society, Vol. 144, Issue 14 https://doi.org/10.1021/jacs.1c12889	journal	March 2022
3,6-Carbazoylene Octaphyrin (1.0.0.0.1.0.0.0) and Its Bis-BF₂ Complex Chen, Hao; Shi, Xusheng; Lun, Yipeng Journal of the American Chemical Society, Vol. 144, Issue 18 https://doi.org/10.1021/jacs.2c01240	journal	April 2022
Singlet Fission in a Covalently Linked Cofacial Alkynyltetracene Dimer Korovina, Nadezhda V.; Das, Saptaparna; Nett, Zachary Journal of the American Chemical Society, Vol. 138, Issue 2 https://doi.org/10.1021/jacs.5b10550	journal	January 2016
Ethylene-Bridged Oligo-BODIPYs: Access to Intramolecular J-Aggregates and Superfluorophores Patalag, Lukas J.; Ho, Luong Phong; Jones, Peter G. Journal of the American Chemical Society, Vol. 139, Issue 42 https://doi.org/10.1021/jacs.7b08176	journal	October 2017
Linker-Dependent Singlet Fission in Tetracene Dimers Korovina, Nadezhda V.; Joy, Jimmy; Feng, Xintian Journal of the American Chemical Society, Vol. 140, Issue 32 https://doi.org/10.1021/jacs.8b04401	journal	July 2018
Discrete π-Stacks of Perylene Bisimide Dyes within Folda-Dimers: Insight into Long- and Short-Range Exciton Coupling Kaufmann, Christina; Bialas, David; Stolte, Matthias Journal of the American Chemical Society, Vol. 140, Issue 31 https://doi.org/10.1021/jacs.8b05490	journal	July 2018
Varying the Interpentacene Electronic Coupling to Tune Singlet Fission Papadopoulos, Ilias; Zirzlmeier, Johannes; Hetzer, Constantin Journal of the American Chemical Society, Vol. 141, Issue 15 https://doi.org/10.1021/jacs.8b09510	journal	March 2019
Using Structurally Well-Defined Norbornyl-Bridged Acene Dimers to Map a Mechanistic Landscape for Correlated Triplet Formation in Singlet Fission Gilligan, Alexander T.; Miller, Ethan G.; Sammakia, Tarek Journal of the American Chemical Society, Vol. 141, Issue 14 https://doi.org/10.1021/jacs.9b00904	journal	March 2019
Linear and Radial Conjugation in Extended π-Electron Systems Peters, Garvin M.; Grover, Girishma; Maust, Ruth L. Journal of the American Chemical Society, Vol. 142, Issue 5 https://doi.org/10.1021/jacs.9b10785	journal	January 2020
Synthesis of Ethyne-Linked or Butadiyne-Linked Porphyrin Arrays Using Mild, Copper-Free, Pd-Mediated Coupling Reactions Wagner, Richard W.; Johnson, Thomas E.; Li, Feirong The Journal of Organic Chemistry, Vol. 60, Issue 16 https://doi.org/10.1021/jo00121a052	journal	August 1995
Cofacial Boron Dipyrromethene (Bodipy) Dimers: Synthesis, Charge Delocalization, and Exciton Coupling Benniston, Andrew C.; Copley, Graeme; Harriman, Anthony The Journal of Organic Chemistry, Vol. 75, Issue 6 https://doi.org/10.1021/jo1000803	journal	February 2010
Incorporating BODIPY Fluorophores into Tetrakis(arylethynyl)benzenes Chase, Daniel T.; Young, Brian S.; Haley, Michael M. The Journal of Organic Chemistry, Vol. 76, Issue 10 https://doi.org/10.1021/jo200491m	journal	April 2011
Organic Triplet Sensitizer Library Derived from a Single Chromophore (BODIPY) with Long-Lived Triplet Excited State for Triplet–Triplet Annihilation Based Upconversion Wu, Wanhua; Guo, Huimin; Wu, Wenting The Journal of Organic Chemistry, Vol. 76, Issue 17 https://doi.org/10.1021/jo200990y	journal	September 2011
Light-Harvesting Fullerene Dyads as Organic Triplet Photosensitizers for Triplet–Triplet Annihilation Upconversions Wu, Wanhua; Zhao, Jianzhang; Sun, Jifu The Journal of Organic Chemistry, Vol. 77, Issue 12 https://doi.org/10.1021/jo300613g	journal	May 2012
Intramolecular Excimer Formation for Covalently Linked Boron Dipyrromethene Dyes Alamiry, Mohammed A. H.; Benniston, Andrew C.; Copley, Graeme The Journal of Physical Chemistry A, Vol. 115, Issue 44 https://doi.org/10.1021/jp2070419	journal	October 2011
The First Events in Photosynthesis: Electronic Coupling and Energy Transfer Dynamics in the Photosynthetic Reaction Center from Rhodobacter sphaeroides Arnett, David C.; Moser, C. C.; Dutton, P. L. The Journal of Physical Chemistry B, Vol. 103, Issue 11 https://doi.org/10.1021/jp984464j	journal	March 1999
Phenylethynyl-BODIPY Oligomers: Bright Dyes and Fluorescent Building Blocks Cakmak, Yusuf; Akkaya, Engin U. Organic Letters, Vol. 11, Issue 1 https://doi.org/10.1021/ol802446e	journal	December 2008
Using coherence to enhance function in chemical and biophysical systems Scholes, Gregory D.; Fleming, Graham R.; Chen, Lin X. Nature, Vol. 543, Issue 7647 https://doi.org/10.1038/nature21425	journal	March 2017
Quantum design of photosynthesis for bio-inspired solar-energy conversion Romero, Elisabet; Novoderezhkin, Vladimir I.; van Grondelle, Rienk Nature, Vol. 543, Issue 7645 https://doi.org/10.1038/nature22012	journal	March 2017
Lessons from nature about solar light harvesting Scholes, Gregory D.; Fleming, Graham R.; Olaya-Castro, Alexandra Nature Chemistry, Vol. 3, Issue 10 https://doi.org/10.1038/nchem.1145	journal	September 2011
Vibronic coherence in oxygenic photosynthesis Fuller, Franklin D.; Pan, Jie; Gelzinis, Andrius Nature Chemistry, Vol. 6, Issue 8 https://doi.org/10.1038/nchem.2005	journal	July 2014
Quantum coherence in photosynthesis for efficient solar-energy conversion Romero, Elisabet; Augulis, Ramunas; Novoderezhkin, Vladimir I. Nature Physics, Vol. 10, Issue 9 https://doi.org/10.1038/nphys3017	journal	July 2014
Both electronic and vibrational coherences are involved in primary electron transfer in bacterial reaction center Ma, Fei; Romero, Elisabet; Jones, Michael R. Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-08751-8	journal	February 2019
Artificial light-harvesting antennae: electronic energy transfer by way of molecular funnels Ziessel, Raymond; Harriman, Anthony Chem. Commun., Vol. 47, Issue 2 https://doi.org/10.1039/C0CC02687E	journal	January 2011
Symmetry-breaking intramolecular charge transfer in the excited state of meso-linked BODIPY dyads Whited, Matthew T.; Patel, Niral M.; Roberts, Sean T. Chem. Commun., Vol. 48, Issue 2 https://doi.org/10.1039/C1CC12260F	journal	January 2012
Conjugated porphyrin arrays: synthesis, properties and applications for functional materials Tanaka, Takayuki; Osuka, Atsuhiro Chemical Society Reviews, Vol. 44, Issue 4 https://doi.org/10.1039/C3CS60443H	journal	January 2015
How exciton-vibrational coherences control charge separation in the photosystem II reaction center Novoderezhkin, Vladimir I.; Romero, Elisabet; van Grondelle, Rienk Physical Chemistry Chemical Physics, Vol. 17, Issue 46 https://doi.org/10.1039/C5CP00582E	journal	January 2015
The first example of cofacial bis(dipyrrins) Deschamps, Jude; Chang, Yi; Langlois, Adam New Journal of Chemistry, Vol. 40, Issue 7 https://doi.org/10.1039/C5NJ03347K	journal	January 2016
Exciton-vibrational resonance and dynamics of charge separation in the photosystem II reaction center Novoderezhkin, Vladimir I.; Romero, Elisabet; Prior, Javier Physical Chemistry Chemical Physics, Vol. 19, Issue 7 https://doi.org/10.1039/C6CP07308E	journal	January 2017
One-pot synthesis and properties of well-defined butadiynylene-BODIPY oligomers Zhang, Wenxing; Sheng, Wanle; Yu, Changjiang Chemical Communications, Vol. 53, Issue 38 https://doi.org/10.1039/C7CC02393F	journal	January 2017
BODIPY-based macrocycles Qin, Yi; Liu, Xi; Jia, Pei-Pei Chemical Society Reviews, Vol. 49, Issue 16 https://doi.org/10.1039/C9CS00797K	journal	January 2020
Orthogonally aligned cyclic BODIPY arrays with long-lived triplet excited states as efficient heavy-atom-free photosensitizers Zhu, Zhaoyang; Zhang, Xue; Guo, Xing Chemical Science, Vol. 12, Issue 44 https://doi.org/10.1039/D1SC04893G	journal	January 2021
The nature of coherences in the B820 bacteriochlorophyll dimer revealed by two-dimensional electronic spectroscopy Ferretti, Marco; Novoderezhkin, Vladimir I.; Romero, Elisabet Physical Chemistry Chemical Physics, Vol. 16, Issue 21 https://doi.org/10.1039/c3cp54634a	journal	January 2014
Nature does not rely on long-lived electronic quantum coherence for photosynthetic energy transfer Duan, Hong-Guang; Prokhorenko, Valentyn I.; Cogdell, Richard J. Proceedings of the National Academy of Sciences, Vol. 114, Issue 32 https://doi.org/10.1073/pnas.1702261114	journal	July 2017
Hidden vibronic and excitonic structure and vibronic coherence transfer in the bacterial reaction center Policht, Veronica R.; Niedringhaus, Andrew; Willow, Rhiannon Science Advances, Vol. 8, Issue 1 https://doi.org/10.1126/sciadv.abk0953	journal	January 2022
Coherence Dynamics in Photosynthesis: Protein Protection of Excitonic Coherence Lee, H.; Cheng, Y. -C.; Fleming, G. R. Science, Vol. 316, Issue 5830 https://doi.org/10.1126/science.1142188	journal	June 2007
Photosynthetic Excitons van Amerongen, Herbert; van Grondelle, Rienk; Valkunas, Leonas World Scientific https://doi.org/10.1142/3609	book	January 2000
The exciton model in molecular spectroscopy Kasha, M.; Rawls, H. R.; Ashraf El-Bayoumi, M. Pure and Applied Chemistry, Vol. 11, Issue 3-4 https://doi.org/10.1351/pac196511030371	journal	January 1965
Energy Transfer Mechanisms and the Molecular Exciton Model for Molecular Aggregates Kasha, Michael Radiation Research, Vol. 20, Issue 1 https://doi.org/10.2307/3571331	journal	September 1963

Similar Records

Conjugated-linker dependence of the photophysical properties and electronic structure of chlorin dyads

Journal Article · Wed May 26 20:00:00 EDT 2021 · Journal of Porphyrins and Phthalocyanines · OSTI ID:1830810

Effects of Strong Electronic Coupling in Chlorin and Bacteriochlorin Dyads

Journal Article · Wed Jan 13 19:00:00 EST 2016 · Journal of Physical Chemistry. A, Molecules, Spectroscopy, Kinetics, Environment, and General Theory · OSTI ID:1774949

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Chemistry
Physics

Engineering giant excitonic coupling in bioinspired, covalently bridged BODIPY dyads

Citation Formats

References (86)

Similar Records

Related Subjects