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Title: Competitive Energy and Electron Transfer in β-Functionalized Free-Base Porphyrin-Zinc Porphyrin Dimer Axially Coordinated to C 60 : Synthesis, Supramolecular Formation and Excited-State Processes

Authors:
 [1];  [1];  [1];  [1]; ORCiD logo [1]
  1. Department of Chemistry, University of North Texas, 1155 Union Circle, #305070 Denton TX 76203-5017 USA
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1392178
Grant/Contract Number:  
FG02-13ER46976; SC0010800
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Chemistry - A European Journal
Additional Journal Information:
Journal Name: Chemistry - A European Journal Journal Volume: 23 Journal Issue: 52; Journal ID: ISSN 0947-6539
Publisher:
Wiley Blackwell (John Wiley & Sons)
Country of Publication:
Germany
Language:
English

Citation Formats

Hu, Yi, Thomas, Michael B., Jinadasa, R. G. Waruna, Wang, Hong, and D'Souza, Francis. Competitive Energy and Electron Transfer in β-Functionalized Free-Base Porphyrin-Zinc Porphyrin Dimer Axially Coordinated to C 60 : Synthesis, Supramolecular Formation and Excited-State Processes. Germany: N. p., 2017. Web. doi:10.1002/chem.201702178.
Hu, Yi, Thomas, Michael B., Jinadasa, R. G. Waruna, Wang, Hong, & D'Souza, Francis. Competitive Energy and Electron Transfer in β-Functionalized Free-Base Porphyrin-Zinc Porphyrin Dimer Axially Coordinated to C 60 : Synthesis, Supramolecular Formation and Excited-State Processes. Germany. doi:10.1002/chem.201702178.
Hu, Yi, Thomas, Michael B., Jinadasa, R. G. Waruna, Wang, Hong, and D'Souza, Francis. Thu . "Competitive Energy and Electron Transfer in β-Functionalized Free-Base Porphyrin-Zinc Porphyrin Dimer Axially Coordinated to C 60 : Synthesis, Supramolecular Formation and Excited-State Processes". Germany. doi:10.1002/chem.201702178.
@article{osti_1392178,
title = {Competitive Energy and Electron Transfer in β-Functionalized Free-Base Porphyrin-Zinc Porphyrin Dimer Axially Coordinated to C 60 : Synthesis, Supramolecular Formation and Excited-State Processes},
author = {Hu, Yi and Thomas, Michael B. and Jinadasa, R. G. Waruna and Wang, Hong and D'Souza, Francis},
abstractNote = {},
doi = {10.1002/chem.201702178},
journal = {Chemistry - A European Journal},
number = 52,
volume = 23,
place = {Germany},
year = {2017},
month = {7}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1002/chem.201702178

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Cited by: 3 works
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Works referenced in this record:

Covalent and Noncovalent Phthalocyanine−Carbon Nanostructure Systems: Synthesis, Photoinduced Electron Transfer, and Application to Molecular Photovoltaics
journal, November 2010

  • Bottari, Giovanni; de la Torre, Gema; Guldi, Dirk M.
  • Chemical Reviews, Vol. 110, Issue 11
  • DOI: 10.1021/cr900254z

The Future of Energy Supply: Challenges and Opportunities
journal, January 2007

  • Armaroli, Nicola; Balzani, Vincenzo
  • Angewandte Chemie International Edition, Vol. 46, Issue 1-2
  • DOI: 10.1002/anie.200602373

Pictet-Spengler Synthesis of Quinoline-Fused Porphyrins and Phenanthroline-Fused Diporphyrins
journal, October 2016


Meeting the Clean Energy Demand:  Nanostructure Architectures for Solar Energy Conversion
journal, January 2007

  • Kamat, Prashant V.
  • The Journal of Physical Chemistry C, Vol. 111, Issue 7
  • DOI: 10.1021/jp066952u

Electrochemical detection of C606- and C706-: Enhanced stability of fullerides in solution
journal, May 1992

  • Xie, Qingshan; Perez-Cordero, Eduardo; Echegoyen, Luis
  • Journal of the American Chemical Society, Vol. 114, Issue 10
  • DOI: 10.1021/ja00036a056

Modulation of the Singlet−Singlet Through-Space Energy Transfer Rates in Cofacial Bisporphyrin and Porphyrin−Corrole Dyads
journal, January 2007

  • Gros, Claude P.; Brisach, Frédéric; Meristoudi, Anastasia
  • Inorganic Chemistry, Vol. 46, Issue 1
  • DOI: 10.1021/ic0613558

Multistep Energy and Electron Transfer in a “V-Configured” Supramolecular BODIPY-azaBODIPY-Fullerene Triad: Mimicry of Photosynthetic Antenna Reaction-Center Events
journal, December 2014

  • Bandi, Venugopal; D'Souza, Fiona P.; Gobeze, Habtom B.
  • Chemistry - A European Journal, Vol. 21, Issue 6
  • DOI: 10.1002/chem.201405663

Supramolecular nanoarchitectures for light energy conversion
journal, January 2010


Powering the planet: Chemical challenges in solar energy utilization
journal, October 2006

  • Lewis, N. S.; Nocera, D. G.
  • Proceedings of the National Academy of Sciences, Vol. 103, Issue 43, p. 15729-15735
  • DOI: 10.1073/pnas.0603395103

Trimeric and Tetrameric Electron-Deficient Porphyrin Tapes
journal, April 2016

  • Mori, Hirotaka; Kim, Taeyeon; Kim, Dongho
  • Chemistry - An Asian Journal, Vol. 11, Issue 9
  • DOI: 10.1002/asia.201600241

Electron transfers in chemistry and biology
journal, August 1985

  • Marcus, R. A.; Sutin, Norman
  • Biochimica et Biophysica Acta (BBA) - Reviews on Bioenergetics, Vol. 811, Issue 3
  • DOI: 10.1016/0304-4173(85)90014-X

Realizing artificial photosynthesis
journal, January 2012

  • Gust, Devens; Moore, Thomas A.; Moore, Ana L.
  • Faraday Discuss., Vol. 155
  • DOI: 10.1039/C1FD00110H

C60: Buckminsterfullerene
journal, November 1985

  • Kroto, H. W.; Heath, J. R.; O'Brien, S. C.
  • Nature, Vol. 318, Issue 6042
  • DOI: 10.1038/318162a0

Photoinduced electron and energy transfer processes in fullerene C60–metal complex hybrid assemblies
journal, July 2006

  • Clifford, John N.; Accorsi, Gianluca; Cardinali, François
  • Comptes Rendus Chimie, Vol. 9, Issue 7-8
  • DOI: 10.1016/j.crci.2005.11.010

Electronic Communication in Tetrathiafulvalene (TTF)/C 60 Systems: Toward Molecular Solar Energy Conversion Materials?
journal, October 2007

  • Martín, Nazario; Sánchez, Luis; Herranz, María Ángeles
  • Accounts of Chemical Research, Vol. 40, Issue 10
  • DOI: 10.1021/ar700026t

Multifunctional molecular carbon materials—from fullerenes to carbon nanotubes
journal, January 2006

  • Guldi, Dirk M.; Rahman, G. M. Aminur; Sgobba, Vito
  • Chemical Society Reviews, Vol. 35, Issue 5
  • DOI: 10.1039/b511541h

β-Functionalized Push–Pull opp -Dibenzoporphyrins
journal, November 2015

  • Jinadasa, R. G. Waruna; Fang, Yuanyuan; Kumar, Siddhartha
  • The Journal of Organic Chemistry, Vol. 80, Issue 24
  • DOI: 10.1021/acs.joc.5b01906

Assemblies of artificial photosynthetic reaction centres
journal, January 2012

  • Fukuzumi, Shunichi; Ohkubo, Kei
  • Journal of Materials Chemistry, Vol. 22, Issue 11
  • DOI: 10.1039/c2jm15585k

Design and photochemical study of supramolecular donor–acceptor systems assembled via metal–ligand axial coordination
journal, September 2016


Charge Separation in a Novel Artificial Photosynthetic Reaction Center Lives 380 ms
journal, July 2001

  • Imahori, Hiroshi; Guldi, Dirk M.; Tamaki, Koichi
  • Journal of the American Chemical Society, Vol. 123, Issue 27
  • DOI: 10.1021/ja004123v

Conjugated Polymer-Based Organic Solar Cells
journal, April 2007

  • Günes, Serap; Neugebauer, Helmut; Sariciftci, Niyazi Serdar
  • Chemical Reviews, Vol. 107, Issue 4, p. 1324-1338
  • DOI: 10.1021/cr050149z

Investigation of the push–pull effects on β-functionalized benzoporphyrins bearing an ethynylphenyl bridge
journal, January 2017

  • Waruna Jinadasa, R. G.; Thomas, Michael B.; Hu, Yi
  • Physical Chemistry Chemical Physics, Vol. 19, Issue 20
  • DOI: 10.1039/C7CP00024C

The Chemistry of Fluorescent Bodipy Dyes: Versatility Unsurpassed
journal, February 2008

  • Ulrich, Gilles; Ziessel, Raymond; Harriman, Anthony
  • Angewandte Chemie International Edition, Vol. 47, Issue 7
  • DOI: 10.1002/anie.200702070

Pictet-Spengler Synthesis of Quinoline-Fused Porphyrins and Phenanthroline-Fused Diporphyrins
journal, October 2016

  • Gao, Ke; Fukui, Norihito; Jung, Seok II
  • Angewandte Chemie International Edition, Vol. 55, Issue 42
  • DOI: 10.1002/anie.201606293

SWNT-Based Supramolecular Nanoarchitectures with Photosensitizing Donor and Acceptor Molecules
journal, August 2010

  • D’Souza, Francis; Sandanayaka, Atula S. D.; Ito, Osamu
  • The Journal of Physical Chemistry Letters, Vol. 1, Issue 17
  • DOI: 10.1021/jz1009407

Singlet excitation energy transfer in conformationally restricted zinc-free-base hybrid diporphyrins
journal, January 1990


Electron Transfer Studies of High Potential Zinc Porphyrin–Fullerene Supramolecular Dyads
journal, February 2014

  • Das, Sushanta K.; Song, Baiyun; Mahler, Andrew
  • The Journal of Physical Chemistry C, Vol. 118, Issue 8
  • DOI: 10.1021/jp4118166

Remarkable Dependence of the Final Charge Separation Efficiency on the Donor-Acceptor Interaction in Photoinduced Electron Transfer
journal, November 2015

  • Higashino, Tomohiro; Yamada, Tomoki; Yamamoto, Masanori
  • Angewandte Chemie International Edition, Vol. 55, Issue 2
  • DOI: 10.1002/anie.201509067

Carbon nanostructures for solar energy conversion schemes
journal, January 2011


Long-Lived Charge-Separated State Generated in a Ferrocene–meso,meso-Linked Porphyrin Trimer–Fullerene Pentad with a High Quantum Yield
journal, July 2004

  • Imahori, Hiroshi; Sekiguchi, Yuji; Kashiwagi, Yukiyasu
  • Chemistry - A European Journal, Vol. 10, Issue 13
  • DOI: 10.1002/chem.200305308

Solar Fuels via Artificial Photosynthesis
journal, December 2009

  • Gust, Devens; Moore, Thomas A.; Moore, Ana L.
  • Accounts of Chemical Research, Vol. 42, Issue 12
  • DOI: 10.1021/ar900209b

Self-Assembly Strategies for Integrating Light Harvesting and Charge Separation in Artificial Photosynthetic Systems
journal, December 2009

  • Wasielewski, Michael R.
  • Accounts of Chemical Research, Vol. 42, Issue 12
  • DOI: 10.1021/ar9001735

Modulating Charge Separation and Charge Recombination Dynamics in Porphyrin−Fullerene Linked Dyads and Triads:  Marcus-Normal versus Inverted Region
journal, March 2001

  • Imahori, Hiroshi; Tamaki, Koichi; Guldi, Dirk M.
  • Journal of the American Chemical Society, Vol. 123, Issue 11
  • DOI: 10.1021/ja003346i

A Molecular Tetrad Allowing Efficient Energy Storage for 1.6 s at 163 K
journal, January 2004

  • Guldi, Dirk M.; Imahori, Hiroshi; Tamaki, Koichi
  • The Journal of Physical Chemistry A, Vol. 108, Issue 4
  • DOI: 10.1021/jp036382n

A Spectrophotometric Investigation of the Interaction of Iodine with Aromatic Hydrocarbons
journal, August 1949

  • Benesi, H. A.; Hildebrand, J. H.
  • Journal of the American Chemical Society, Vol. 71, Issue 8
  • DOI: 10.1021/ja01176a030

Large π-Aromatic Molecules as Potential Sensitizers for Highly Efficient Dye-Sensitized Solar Cells
journal, November 2009

  • Imahori, Hiroshi; Umeyama, Tomokazu; Ito, Seigo
  • Accounts of Chemical Research, Vol. 42, Issue 11
  • DOI: 10.1021/ar900034t

Solid C60: a new form of carbon
journal, September 1990

  • Krätschmer, W.; Lamb, Lowell D.; Fostiropoulos, K.
  • Nature, Vol. 347, Issue 6291
  • DOI: 10.1038/347354a0

Kinetics of Fluorescence Quenching by Electron and H-Atom Transfer
journal, January 1970


Self-regulation of photoinduced electron transfer by a molecular nonlinear transducer
journal, May 2008

  • Straight, Stephen D.; Kodis, Gerdenis; Terazono, Yuichi
  • Nature Nanotechnology, Vol. 3, Issue 5
  • DOI: 10.1038/nnano.2008.97

Molecular recognition via base-pairing
journal, January 2007

  • Sessler, Jonathan L.; Lawrence, Candace M.; Jayawickramarajah, Janarthanan
  • Chem. Soc. Rev., Vol. 36, Issue 2
  • DOI: 10.1039/B604119C

Evolution of Molecular Design of Porphyrin Chromophores for Photovoltaic Materials of Superior Light-to-Electricity Conversion Efficiency
journal, February 2017

  • Obraztsov, Ievgen; Kutner, Wlodzimierz; D'Souza, Francis
  • Solar RRL, Vol. 1, Issue 2
  • DOI: 10.1002/solr.201600002

Energy transfer processes in electronically coupled porphyrin hetero-dyads connected at the β position
journal, January 2009

  • Ventura, Barbara; Barigelletti, Francesco; Lodato, Fabio
  • Physical Chemistry Chemical Physics, Vol. 11, Issue 13
  • DOI: 10.1039/b819138g

Die vielseitige Chemie von Bodipy-Fluoreszenzfarbstoffen
journal, February 2008

  • Ulrich, Gilles; Ziessel, Raymond; Harriman, Anthony
  • Angewandte Chemie, Vol. 120, Issue 7
  • DOI: 10.1002/ange.200702070

Stepwise Charge Separation and Charge Recombination in Ferrocene- m eso , m eso -Linked Porphyrin Dimer−Fullerene Triad
journal, May 2002

  • Imahori, Hiroshi; Tamaki, Koichi; Araki, Yasuyuki
  • Journal of the American Chemical Society, Vol. 124, Issue 18
  • DOI: 10.1021/ja016655x

Charge separation in metallomacrocycle complexes linked with electron acceptors by axial coordination
journal, January 2009

  • Fukuzumi, Shunichi; Honda, Tatsuhiko; Ohkubo, Kei
  • Dalton Transactions, Issue 20
  • DOI: 10.1039/b901191a

Remarkable Dependence of the Final Charge Separation Efficiency on the Donor-Acceptor Interaction in Photoinduced Electron Transfer
journal, November 2015

  • Higashino, Tomohiro; Yamada, Tomoki; Yamamoto, Masanori
  • Angewandte Chemie, Vol. 128, Issue 2
  • DOI: 10.1002/ange.201509067

A Concise Approach to the Synthesis of opp -Dibenzoporphyrins through the Heck Reaction
journal, October 2009

  • Deshpande, Rohit; Jiang, Lin; Schmidt, Gregory
  • Organic Letters, Vol. 11, Issue 19
  • DOI: 10.1021/ol901615f

Carbon nanotube-modified electrodes for solar energy conversion
journal, January 2008

  • Umeyama, Tomokazu; Imahori, Hiroshi
  • Energy & Environmental Science, Vol. 1, Issue 1
  • DOI: 10.1039/b805419n

Intermolecular and supramolecular photoinduced electron transfer processes of fullerene–porphyrin/phthalocyanine systems
journal, May 2004

  • El-Khouly, Mohamed E.; Ito, Osamu; Smith, Phillip M.
  • Journal of Photochemistry and Photobiology C: Photochemistry Reviews, Vol. 5, Issue 1
  • DOI: 10.1016/j.jphotochemrev.2004.01.003

β-to-β 2,5-Pyrrolylene-Linked Cyclic Porphyrin Oligomers
journal, May 2016

  • Rao, Yutao; Kim, Jun Oh; Kim, Woojae
  • Chemistry - A European Journal, Vol. 22, Issue 26
  • DOI: 10.1002/chem.201601306

Synthesis of m eso-meso Linked Hybrid Porphyrin Arrays by Pd-Catalyzed Cross-Coupling Reaction
journal, December 2001

  • Aratani, Naoki; Osuka, Atsuhiro
  • Organic Letters, Vol. 3, Issue 26
  • DOI: 10.1021/ol0168770

Chemistry of Personalized Solar Energy
journal, November 2009


Die Zukunft der Energieversorgung – Herausforderungen und Chancen
journal, January 2007


Monobenzoporphyrins as Sensitizers for Dye-Sensitized Solar Cells: Observation of Significant Spacer-Group Effect
journal, July 2016

  • Jinadasa, R. G. Waruna; Li, Bihong; Schmitz, Benjamin
  • ChemSusChem, Vol. 9, Issue 16
  • DOI: 10.1002/cssc.201600619

Photosynthetic Antenna-Reaction Center Mimicry by Using Boron Dipyrromethene Sensitizers
journal, November 2013

  • El-Khouly, Mohamed E.; Fukuzumi, Shunichi; D'Souza, Francis
  • ChemPhysChem, Vol. 15, Issue 1
  • DOI: 10.1002/cphc.201300715

Exciton coupling dynamics in syn- and anti-type β–β linked Zn( ii ) porphyrin linear arrays
journal, January 2016

  • Kim, Taeyeon; Oh, Juwon; Jiang, Hua-Wei
  • Physical Chemistry Chemical Physics, Vol. 18, Issue 33
  • DOI: 10.1039/C6CP04269D

Photochemical Conversion of Solar Energy
journal, February 2008

  • Balzani, Vincenzo; Credi, Alberto; Venturi, Margherita
  • ChemSusChem, Vol. 1, Issue 1-2
  • DOI: 10.1002/cssc.200700087

Photosensitized electron transfer processes of nanocarbons applicable to solar cells
journal, January 2012


Spectroscopic, Electrochemical, and Photochemical Studies of Self-Assembled via Axial Coordination Zinc Porphyrin−Fulleropyrrolidine Dyads
journal, April 2002

  • D'Souza, Francis; Deviprasad, Gollapalli R.; Zandler, Melvin E.
  • The Journal of Physical Chemistry A, Vol. 106, Issue 13
  • DOI: 10.1021/jp013165i

Supramolecular electron transfer by anion binding
journal, January 2012

  • Fukuzumi, Shunichi; Ohkubo, Kei; D'Souza, Francis
  • Chemical Communications, Vol. 48, Issue 79
  • DOI: 10.1039/c2cc32848h