Intramolecular Relaxation Dynamics Mediated by Solvent–Solute Interactions of Substituted Fluorene Derivatives. Solute Structural Dependence

Capistran, Briana A.; Yuwono, Stephen H.; Moemeni, Mehdi; Maity, Soham; Vahdani, Aria; Borhan, Babak; Jackson, James E.; Piecuch, Piotr; Dantus, Marcos; Blanchard, G. J.

doi:10.1021/acs.jpcb.1c06475

Intramolecular Relaxation Dynamics Mediated by Solvent–Solute Interactions of Substituted Fluorene Derivatives. Solute Structural Dependence

Journal Article · 09 November 2021 · Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry

DOI:https://doi.org/10.1021/acs.jpcb.1c06475· OSTI ID:1977979

Capistran, Briana A. ^[1]; ^[1]; Moemeni, Mehdi ^[1]; Maity, Soham ^[1]; Vahdani, Aria ^[1]; ^[1]; ^[1]; ^[2]; ^[2]; ^[1]

Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, United States
Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, United States; Department of Physics and Astronomy, Michigan State University, East Lansing, Michigan 48824, United States

Not provided.

Research Organization:: Michigan State Univ., East Lansing, MI (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

DOE Contract Number:: FG02-01ER15228

OSTI ID:: 1977979

Journal Information:: Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry, Vol. 125, Issue 45; ISSN 1520-6106

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

References (58)

Electronic Determinants of Photoacidity in Cyanonaphthols Agmon, Noam; Rettig, Wolfgang; Groth, Christian Journal of the American Chemical Society, Vol. 124, Issue 6 https://doi.org/10.1021/ja003875m	journal	January 2002
Intersecting-state model calculations on fast and ultrafast excited-state proton transfers in naphthols and substituted naphthols Barroso, Monica; Arnaut, Luis G.; Formosinho, Sebastião J. Journal of Photochemistry and Photobiology A: Chemistry, Vol. 154, Issue 1 https://doi.org/10.1016/s1010-6030(02)00261-7	journal	December 2002
Photochemistry of “Super” Photoacids. 3. Excited-State Proton Transfer from Perfluoroalkylsulfonyl-Substituted 2-Naphthols Clower, Caroline; Solntsev, Kyril M.; Kowalik, Janusz The Journal of Physical Chemistry A, Vol. 106, Issue 13 https://doi.org/10.1021/jp012774n	journal	March 2002
Unusual Temperature Dependence of Excited State Proton Transfer Rates in Alcohols Cohen, Boiko; Huppert, Dan The Journal of Physical Chemistry A, Vol. 104, Issue 12 https://doi.org/10.1021/jp9932416	journal	March 2000
Proton Transfer from Photoacid to Solvent Cohen, Boiko; Segal, Jonathan; Huppert, Dan The Journal of Physical Chemistry A, Vol. 106, Issue 32 https://doi.org/10.1021/jp025681u	journal	July 2002
Highly photostable “super”-photoacids for ultrasensitive fluorescence spectroscopy Finkler, Björn; Spies, Christian; Vester, Michael Photochemical & Photobiological Sciences, Vol. 13, Issue 3 https://doi.org/10.1039/c3pp50404b	journal	January 2014
Ultrafast Excited-State Proton Transfer from Cyano-Substituted 2-Naphthols Huppert, Dan; Tolbert, Laren M.; Linares-Samaniego, Sandra The Journal of Physical Chemistry A, Vol. 101, Issue 25 https://doi.org/10.1021/jp970506c	journal	June 1997
Molecular Beam Studies of the “Super” Photoacid 5-Cyano-2-naphthol in Solvent Clusters Knochenmuss, Richard; Solntsev, Kyril M.; Tolbert, Laren M. The Journal of Physical Chemistry A, Vol. 105, Issue 26 https://doi.org/10.1021/jp010011u	journal	June 2001
Excited state proton transfer in a ‘super’ photoacid based on a phenol–pyridinium biaryl chromophore Malval, J. -Pierre; Diemer, Vincent; Savary, Fabrice Morlet Chemical Physics Letters, Vol. 455, Issue 4-6 https://doi.org/10.1016/j.cplett.2008.02.099	journal	April 2008
Acid-Base Chemistry of Excited Singlet States Schulman, Stephen G. https://doi.org/10.1007/978-1-4684-2586-4_6	book	January 1976
Photochemistry of “Super”-Photoacids. Solvent Effects Solntsev, Kyril M.; Huppert, Dan; Agmon, Noam The Journal of Physical Chemistry A, Vol. 103, Issue 35 https://doi.org/10.1021/jp9902295	journal	September 1999
Photochemistry of “Super” Photoacids. 2. Excited-State Proton Transfer in Methanol/Water Mixtures Solntsev, Kyril M.; Huppert, Dan; Agmon, Noam The Journal of Physical Chemistry A, Vol. 104, Issue 19 https://doi.org/10.1021/jp994454y	journal	May 2000
Solvatochromic Shifts of “Super” Photoacids Solntsev, Kyril M.; Huppert, Dan; Tolbert, Laren M. Journal of the American Chemical Society, Vol. 120, Issue 31 https://doi.org/10.1021/ja9808604	journal	July 1998
Excited-State Proton Transfer in Chiral Environments. 1. Chiral Solvents Solntsev, Kyril M.; Tolbert, Laren M.; Cohen, Boiko Journal of the American Chemical Society, Vol. 124, Issue 31 https://doi.org/10.1021/ja026896k	journal	July 2002
Enhanced photoacidities of cyanonaphthols Tolbert, Laren M.; Haubrich, Jeanne E. Journal of the American Chemical Society, Vol. 112, Issue 22 https://doi.org/10.1021/ja00178a049	journal	October 1990
Photoexcited Proton Transfer from Enhanced Photoacids Tolbert, Laren M.; Haubrich, Jeanne E. Journal of the American Chemical Society, Vol. 116, Issue 23 https://doi.org/10.1021/ja00102a028	journal	November 1994
Excited-State Proton Transfer: From Constrained Systems to “Super” Photoacids to Superfast Proton Transfer ^† Tolbert, Laren M.; Solntsev, Kyril M. Accounts of Chemical Research, Vol. 35, Issue 1 https://doi.org/10.1021/ar990109f	journal	January 2002
Proton Abstraction Mediates Interactions between the Super Photobase FR0-SB and Surrounding Alcohol Solvent Lahiri, Jurick; Moemeni, Mehdi; Kline, Jessica The Journal of Physical Chemistry B, Vol. 123, Issue 40 https://doi.org/10.1021/acs.jpcb.9b06580	journal	September 2019
Isoenergetic two-photon excitation enhances solvent-to-solute excited-state proton transfer Lahiri, Jurick; Moemeni, Mehdi; Kline, Jessica The Journal of Chemical Physics, Vol. 153, Issue 22 https://doi.org/10.1063/5.0020282	journal	December 2020
Steric effects in light-induced solvent proton abstraction Lahiri, Jurick; Moemeni, Mehdi; Magoulas, Ilias Physical Chemistry Chemical Physics, Vol. 22, Issue 35 https://doi.org/10.1039/d0cp03037f	journal	January 2020
Ultrafast Dynamics of a “Super” Photobase Sheng, Wei; Nairat, Muath; Pawlaczyk, Patrick D. Angewandte Chemie International Edition, Vol. 57, Issue 45 https://doi.org/10.1002/anie.201806787	journal	October 2018
Photodriven Deprotonation of Alcohols by a Quinoline Photobase Hunt, Jonathan Ryan; Dawlaty, Jahan M. The Journal of Physical Chemistry A, Vol. 122, Issue 40 https://doi.org/10.1021/acs.jpca.8b06152	journal	September 2018
Kinetic Evidence for the Necessity of Two Proton Donor Molecules for Successful Excited State Proton Transfer by a Photobase Hunt, Jonathan Ryan; Dawlaty, Jahan M. The Journal of Physical Chemistry A, Vol. 123, Issue 48 https://doi.org/10.1021/acs.jpca.9b08970	journal	November 2019
Excited-State Dynamics of a Substituted Fluorene Derivative. The Central Role of Hydrogen Bonding Interactions with the Solvent Capistran, Briana A.; Yuwono, Stephen H.; Moemeni, Mehdi The Journal of Physical Chemistry B, Vol. 125, Issue 44 https://doi.org/10.1021/acs.jpcb.1c06474	journal	November 2021
Fluorene Analogues of Prodan with Superior Fluorescence Brightness and Solvatochromism Kucherak, Oleksandr A.; Didier, Pascal; Mély, Yves The Journal of Physical Chemistry Letters, Vol. 1, Issue 3 https://doi.org/10.1021/jz9003685	journal	January 2010
Effects of Energy Dissipation on Motional Dynamics in Unilamellar Vesicles Pillman, Heather A.; Blanchard, G. J. The Journal of Physical Chemistry B, Vol. 114, Issue 43 https://doi.org/10.1021/jp1045723	journal	November 2010
The equation of motion coupled‐cluster method. A systematic biorthogonal approach to molecular excitation energies, transition probabilities, and excited state properties Stanton, John F.; Bartlett, Rodney J. The Journal of Chemical Physics, Vol. 98, Issue 9 https://doi.org/10.1063/1.464746	journal	May 1993
Efficient diffuse function-augmented basis sets for anion calculations. III. The 3-21+G basis set for first-row elements, Li-F Clark, Timothy; Chandrasekhar, Jayaraman; Spitznagel, G�nther W. Journal of Computational Chemistry, Vol. 4, Issue 3 https://doi.org/10.1002/jcc.540040303	journal	October 1983
Self—Consistent Molecular Orbital Methods. XII. Further Extensions of Gaussian—Type Basis Sets for Use in Molecular Orbital Studies of Organic Molecules Hehre, W. J.; Ditchfield, R.; Pople, J. A. The Journal of Chemical Physics, Vol. 56, Issue 5, p. 2257-2261 https://doi.org/10.1063/1.1677527	journal	March 1972
Embedding vs Supermolecular Strategies in Evaluating the Hydrogen-Bonding-Induced Shifts of Excitation Energies Fradelos, Georgios; Lutz, Jesse J.; Wesołowski, Tomasz A. Journal of Chemical Theory and Computation, Vol. 7, Issue 6 https://doi.org/10.1021/ct200101x	journal	May 2011
Left-eigenstate completely renormalized equation-of-motion coupled-cluster methods: Review of key concepts, extension to excited states of open-shell systems, and comparison with electron-attached and ionized approaches Piecuch, Piotr; Gour, Jeffrey R.; Włoch, Marta International Journal of Quantum Chemistry, Vol. 109, Issue 14 https://doi.org/10.1002/qua.22367	journal	November 2009
Two new classes of non-iterative coupled-cluster methods derived from the method of moments of coupled-cluster equations Łoch, Marta W.; Lodriguito, Maricris D.; Piecuch†, Piotr Molecular Physics, Vol. 104, Issue 13-14 https://doi.org/10.1080/00268970600659586	journal	July 2006
Recent developments in the general atomic and molecular electronic structure system Barca, Giuseppe M. J.; Bertoni, Colleen; Carrington, Laura The Journal of Chemical Physics, Vol. 152, Issue 15 https://doi.org/10.1063/5.0005188	journal	April 2020
Advances in electronic structure theory Gordon, Mark S.; Schmidt, Michael W. Theory and Applications of Computational Chemistry https://doi.org/10.1016/B978-044451719-7/50084-6	book	January 2005
Theory of the time development of the stokes shift in polar media Bagchi, Biman; Oxtoby, David W.; Fleming, Graham R. Chemical Physics, Vol. 86, Issue 3 https://doi.org/10.1016/0301-0104(84)80014-2	journal	January 1984
Influence of non-Debye relaxation and of molecular shape on the time dependence of the stokes shift in polar media W. Castner, Edward; R. Fleming, Graham; Bagchi, Biman Chemical Physics Letters, Vol. 143, Issue 3 https://doi.org/10.1016/0009-2614(88)87379-2	journal	January 1988
Subpicosecond resolution studies of solvation dynamics in polar aprotic and alcohol solvents Castner, Edward W.; Maroncelli, Mark; Fleming, Graham R. The Journal of Chemical Physics, Vol. 86, Issue 3 https://doi.org/10.1063/1.452249	journal	February 1987
Picosecond solvation dynamics of coumarin 153: The importance of molecular aspects of solvation Maroncelli, Mark; Fleming, Graham R. The Journal of Chemical Physics, Vol. 86, Issue 11 https://doi.org/10.1063/1.452460	journal	June 1987
Comparison of time‐resolved fluorescence Stokes shift measurements to a molecular theory of solvation dynamics Maroncelli, Mark; Fleming, Graham R. The Journal of Chemical Physics, Vol. 89, Issue 2 https://doi.org/10.1063/1.455210	journal	July 1988
Time‐resolved spectroscopic measurements on microscopic solvation dynamics Nagarajan, V.; Brearley, Ann M.; Kang, Tai‐Jong The Journal of Chemical Physics, Vol. 86, Issue 6 https://doi.org/10.1063/1.452029	journal	March 1987
Picosecond Stokes shift studies of solvent friction: Experimental measurements of time-dependent band shape and integrated intensity Simon, John D.; Su, Shyh-Gang Chemical Physics, Vol. 152, Issue 1-2 https://doi.org/10.1016/0301-0104(91)80041-f	journal	April 1991
Solvation dynamics in ethanol Su, Shyh Gang.; Simon, John D. The Journal of Physical Chemistry, Vol. 91, Issue 11 https://doi.org/10.1021/j100295a008	journal	May 1987
Solvation Dynamics of the Fluorescent Probe PRODAN in Heterogeneous Environments: Contributions from the Locally Excited and Charge-Transferred States Adhikary, Ramkrishna; Barnes, Charles A.; Petrich, Jacob W. The Journal of Physical Chemistry B, Vol. 113, Issue 35 https://doi.org/10.1021/jp905139n	journal	September 2009
Dynamic Stokes shift in coumarin: is it only relaxation? Agmon, Noam. The Journal of Physical Chemistry, Vol. 94, Issue 7 https://doi.org/10.1021/j100370a041	journal	April 1990
Time‐resolved measurement of the stimulated emission Stokes shift in LDS750: Evidence for inhomogeneous relaxation kinetics Blanchard, G. J. The Journal of Chemical Physics, Vol. 95, Issue 9 https://doi.org/10.1063/1.461552	journal	November 1991
Sub-picosecond fluorescence study of the LDS 751 dye molecule in ethanol Hébert, P.; Baldacchino, G.; Gustavsson, T. Chemical Physics Letters, Vol. 213, Issue 3-4 https://doi.org/10.1016/0009-2614(93)85143-c	journal	October 1993
Systematic study of a series of highly fluorescent rod-shaped donor-acceptor systems Hermant, R. M.; Bakker, N. A. C.; Scherer, T. Journal of the American Chemical Society, Vol. 112, Issue 3 https://doi.org/10.1021/ja00159a050	journal	January 1990
The role of multiple electronic states in the dissipative nergy dynamics of coumarin 153 Jiang, Y.; McCarthy, P. K.; Blanchard, G. J. Chemical Physics, Vol. 183, Issue 2-3 https://doi.org/10.1016/0301-0104(94)00100-6	journal	June 1994
AM1 study of the electronic structure of coumarins McCarthy, P. K.; Blanchard, G. J. The Journal of Physical Chemistry, Vol. 97, Issue 47 https://doi.org/10.1021/j100149a018	journal	November 1993
Picosecond time-dependent Stokes shift studies of fluoroprobe in liquid solution Middelhoek, E. R.; van der Meulen, P.; Verhoeven, J. W. Chemical Physics, Vol. 198, Issue 3 https://doi.org/10.1016/0301-0104(95)00219-e	journal	September 1995
Subpicosecond studies of the solvation dynamics of fluoroprobe in liquid solution Middelhoek, E. R.; Zhang, H.; Verhoeven, J. W. Chemical Physics, Vol. 211, Issue 1-3 https://doi.org/10.1016/0301-0104(96)00147-4	journal	November 1996
How to study picosecond solvation dynamics using fluorescent probes with small Stokes shifts Silori, Yogita; Dey, Shivalee; De, Arijit K. Chemical Physics Letters, Vol. 693 https://doi.org/10.1016/j.cplett.2017.12.031	journal	February 2018
Dual fluorescence emission of azulene derivatives in solution Eber, G.; Grüneis, F.; Schneider, S. Chemical Physics Letters, Vol. 29, Issue 3 https://doi.org/10.1016/0009-2614(74)85131-6	journal	December 1974
S2 → S1 emission of azulene in solution Huppert, D.; Jortner, J.; Rentzepis, P. M. Chemical Physics Letters, Vol. 13, Issue 3 https://doi.org/10.1016/0009-2614(72)85047-4	journal	March 1972
Relating the polarity-dependent fluorescence response of pyrene to vibronic coupling. Achieving a fundamental understanding of the py polarity scale Karpovich, D. S.; Blanchard, G. J. The Journal of Physical Chemistry, Vol. 99, Issue 12 https://doi.org/10.1021/j100012a014	journal	March 1995
Mechanisms of vibronic intensity borrowing Orlandi, G.; Siebrand, W. Chemical Physics Letters, Vol. 15, Issue 4 https://doi.org/10.1016/0009-2614(72)80350-6	journal	September 1972
Theory of vibronic intensity borrowing. Comparison of Herzberg‐Teller and Born‐Oppenheimer coupling Orlandi, G.; Siebrand, W. The Journal of Chemical Physics, Vol. 58, Issue 10 https://doi.org/10.1063/1.1679014	journal	May 1973
Controlling Quantum Interference between Virtual and Dipole Two-Photon Optical Excitation Pathways Using Phase-Shaped Laser Pulses Lahiri, J.; Yuwono, S. H.; Magoulas, I. The Journal of Physical Chemistry A, Vol. 125, Issue 34 https://doi.org/10.1021/acs.jpca.1c03069	journal	August 2021

Similar Records

Excited-State Dynamics of a Substituted Fluorene Derivative. The Central Role of Hydrogen Bonding Interactions with the Solvent

Journal Article · 2021 · Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry · OSTI ID:1977978

Capistran, Briana A.; Yuwono, Stephen H.; Moemeni, Mehdi; +7 more

Change in the rate of phosphorescence decay caused by the intramolecular vibronic-spin-orbit interactions in fluorene derivatives with N, O, P, S, and Se heteroatoms

Journal Article · 1995 · Optics and Spectroscopy · OSTI ID:146112

Gastilovich, E A; Klimenko, V G; Ni, B V

Proton Abstraction Mediates Interactions between the Super Photobase FR0-SB and Surrounding Alcohol Solvent

Journal Article · 2019 · Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry · OSTI ID:1593466

Lahiri, Jurick; Moemeni, Mehdi; Kline, Jessica; +7 more

Related Subjects

Chemistry

Intramolecular Relaxation Dynamics Mediated by Solvent–Solute Interactions of Substituted Fluorene Derivatives. Solute Structural Dependence

Citation Formats

References (58)

Similar Records

Related Subjects