Dehydrocyclization of peripheral alkyl groups in porphyrins at Cu(100) and Ag(111) surfaces
- Authors:
- Publication Date:
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1359915
- Grant/Contract Number:
- FG02-12ER16351; SC0008792
- Resource Type:
- Publisher's Accepted Manuscript
- Journal Name:
- Surface Science
- Additional Journal Information:
- Journal Name: Surface Science Journal Volume: 653 Journal Issue: C; Journal ID: ISSN 0039-6028
- Publisher:
- Elsevier
- Country of Publication:
- Netherlands
- Language:
- English
Citation Formats
Williams, Christopher G., Wang, Miao, Skomski, Daniel, Tempas, Christopher D., Kesmodel, Larry L., and Tait, Steven L. Dehydrocyclization of peripheral alkyl groups in porphyrins at Cu(100) and Ag(111) surfaces. Netherlands: N. p., 2016.
Web. doi:10.1016/j.susc.2016.06.013.
Williams, Christopher G., Wang, Miao, Skomski, Daniel, Tempas, Christopher D., Kesmodel, Larry L., & Tait, Steven L. Dehydrocyclization of peripheral alkyl groups in porphyrins at Cu(100) and Ag(111) surfaces. Netherlands. https://doi.org/10.1016/j.susc.2016.06.013
Williams, Christopher G., Wang, Miao, Skomski, Daniel, Tempas, Christopher D., Kesmodel, Larry L., and Tait, Steven L. Tue .
"Dehydrocyclization of peripheral alkyl groups in porphyrins at Cu(100) and Ag(111) surfaces". Netherlands. https://doi.org/10.1016/j.susc.2016.06.013.
@article{osti_1359915,
title = {Dehydrocyclization of peripheral alkyl groups in porphyrins at Cu(100) and Ag(111) surfaces},
author = {Williams, Christopher G. and Wang, Miao and Skomski, Daniel and Tempas, Christopher D. and Kesmodel, Larry L. and Tait, Steven L.},
abstractNote = {},
doi = {10.1016/j.susc.2016.06.013},
journal = {Surface Science},
number = C,
volume = 653,
place = {Netherlands},
year = {Tue Nov 01 00:00:00 EDT 2016},
month = {Tue Nov 01 00:00:00 EDT 2016}
}
Free Publicly Available Full Text
Publisher's Version of Record
https://doi.org/10.1016/j.susc.2016.06.013
https://doi.org/10.1016/j.susc.2016.06.013
Other availability
Cited by: 20 works
Citation information provided by
Web of Science
Web of Science
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
A comparison of weak molecular adsorption of organic molecules on clean copper and platinum surfaces
journal, May 1984
- Sexton, B. A.; Hughes, A. E.
- Surface Science, Vol. 140, Issue 1
Diffusion, Rotation, and Surface Chemical Bond of Individual 2 H -Tetraphenylporphyrin Molecules on Cu(111)
journal, November 2011
- Buchner, Florian; Xiao, Jie; Zillner, Elisabeth
- The Journal of Physical Chemistry C, Vol. 115, Issue 49
The Infrared Spectra of Metallooctaethylporphyrins
journal, January 1971
- Ogoshi, Hisanobu; Masai, Naruhito; Yoshida, Zen-ichi
- Bulletin of the Chemical Society of Japan, Vol. 44, Issue 1
n-alkanes on MgO(100). II. Chain length dependence of kinetic desorption parameters for small n-alkanes
journal, April 2005
- Tait, Steven L.; Dohnálek, Zdenek; Campbell, Charles T.
- The Journal of Chemical Physics, Vol. 122, Issue 16
Surface-assisted cyclodehydrogenation provides a synthetic route towards easily processable and chemically tailored nanographenes
journal, November 2010
- Treier, Matthias; Pignedoli, Carlo Antonio; Laino, Teodoro
- Nature Chemistry, Vol. 3, Issue 1
Columnar Structure in Bulk Heterojunction in Solution-Processable Three-Layered p-i-n Organic Photovoltaic Devices Using Tetrabenzoporphyrin Precursor and Silylmethyl[60]fullerene
journal, November 2009
- Matsuo, Yutaka; Sato, Yoshiharu; Niinomi, Takaaki
- Journal of the American Chemical Society, Vol. 131, Issue 44
Platinum Clusters Supported in Zeolite LTL: Influence of Catalyst Morphology on Performance inn-Hexane Reforming
journal, October 1998
- Jentoft, R. E.; Tsapatsis, M.; Davis, M. E.
- Journal of Catalysis, Vol. 179, Issue 2
Evidence for Cyclohexyl as a Reactive Surface Intermediate during High-Pressure Cyclohexane Catalytic Reactions on Pt(111) by Sum Frequency Generation Vibrational Spectroscopy
journal, September 2003
- Yang, Minchul; Somorjai, Gabor A.
- Journal of the American Chemical Society, Vol. 125, Issue 36
On-surface synthesis of cyclic organic molecules
journal, January 2011
- Méndez, Javier; López, M. Francisca; Martín-Gago, José A.
- Chemical Society Reviews, Vol. 40, Issue 9
Self-Limiting Heterogeneous Reactions: Bifunctional Hydrocarbon on a Bimetallic Alloy Surface
journal, December 2000
- He, Hong; Mathauser, Anna T.; Teplyakov, Andrew V.
- The Journal of Physical Chemistry B, Vol. 104, Issue 51
Vibrational mode-softening of alkanes on clean and modified Cu and Mo surfaces: absence of a simple correlation with thermal desorption temperatures
journal, March 1998
- Teplyakov, A. V.; Bent, B. E.; Eng, J.
- Surface Science, Vol. 399, Issue 1
Supramolecular architectures of porphyrins on surfaces: The structural evolution from 1D to 2D to 3D to devices
journal, October 2010
- Mohnani, Stefan; Bonifazi, Davide
- Coordination Chemistry Reviews, Vol. 254, Issue 19-20
Coverage‐ and Temperature‐Dependent Metalation and Dehydrogenation of Tetraphenylporphyrin on Cu(111)
journal, June 2014
- Röckert, Michael; Franke, Matthias; Tariq, Quratulain
- Chemistry – A European Journal, Vol. 20, Issue 29
Surface-assisted Dehydrogenative Homocoupling of Porphine Molecules
journal, June 2014
- Wiengarten, Alissa; Seufert, Knud; Auwärter, Willi
- Journal of the American Chemical Society, Vol. 136, Issue 26
Phenylacetylene on Cu(111): Adsorption Geometry, Interfacial Electronic Structures and Thermal Chemistry
journal, April 2007
- Sohn, Y.; Wei, W.; White, J. M.
- The Journal of Physical Chemistry C, Vol. 111, Issue 13
Adsorption and Bonding of First Layer and Bilayer Terephthalic Acid on the Cu(100) Surface by High-Resolution Electron Energy Loss Spectroscopy †
journal, November 2010
- Ge, Yan; Adler, Hilmar; Theertham, Arjun
- Langmuir, Vol. 26, Issue 21
Clean Coupling of Unfunctionalized Porphyrins at Surfaces To Give Highly Oriented Organometallic Oligomers
journal, August 2011
- Haq, Sam; Hanke, Felix; Dyer, Matthew S.
- Journal of the American Chemical Society, Vol. 133, Issue 31
Towards the Isomer-Specific Synthesis of Higher Fullerenes and Buckybowls by the Surface-Catalyzed Cyclodehydrogenation of Aromatic Precursors
journal, October 2010
- Amsharov, Konstantin; Abdurakhmanova, Nasiba; Stepanow, Sebastian
- Angewandte Chemie International Edition, Vol. 49, Issue 49
Controlling surface reactivities of transition metals by carbide formation
journal, May 1998
- Chen, Jingguang G.; Frühberger, Bernd; Eng, Joseph
- Journal of Molecular Catalysis A: Chemical, Vol. 131, Issue 1-3
Enhanced catalytic activity of cobalt tetraphenylporphyrin on titanium dioxide by evacuation at elevated temperatures for intensifying the complex-support interaction
journal, April 1983
- Mochida, Isao; Suetsugu, Katsuya; Fujitsu, Hiroshi
- The Journal of Physical Chemistry, Vol. 87, Issue 9
Controlled Metalation of Self-Assembled Porphyrin Nanoarrays in Two Dimensions
journal, February 2007
- Auwärter, Willi; Weber-Bargioni, Alexander; Brink, Susan
- ChemPhysChem, Vol. 8, Issue 2
Porphyrin metalation providing an example of a redox reaction facilitated by a surface reconstruction
journal, January 2013
- Nowakowski, Jan; Wäckerlin, Christian; Girovsky, Jan
- Chemical Communications, Vol. 49, Issue 23
Adsorption and two-dimensional phases of a large polar molecule: Sub-phthalocyanine on Ag(111)
journal, September 2003
- Berner, S.; de Wild, M.; Ramoino, L.
- Physical Review B, Vol. 68, Issue 11
Catalytic Dehydrogenation of Light Alkanes on Metals and Metal Oxides
journal, August 2014
- Sattler, Jesper J. H. B.; Ruiz-Martinez, Javier; Santillan-Jimenez, Eduardo
- Chemical Reviews, Vol. 114, Issue 20
Following the Metalation Process of Protoporphyrin IX with Metal Substrate Atoms at Room Temperature
journal, March 2011
- González-Moreno, Rubén; Sánchez-Sánchez, Carlos; Trelka, Marta
- The Journal of Physical Chemistry C, Vol. 115, Issue 14
Two-photon photoemission spectroscopy: naphthalene on Cu(111)
journal, December 2003
- Zhao, W.; Wei, W.; White, J. M.
- Surface Science, Vol. 547, Issue 3
Grafting of Cobaltic Protoporphyrin IX on Semiconductors toward Sensing Devices: Vibrational and Electronic High-Resolution Electron Energy Loss Spectroscopy and X-ray Photoelectron Spectroscopy Study
journal, June 2013
- Botelho do Rego, A. M.; Ferraria, A. M.; Rei Vilar, M.
- The Journal of Physical Chemistry C, Vol. 117, Issue 43
HREELS study of graphene formed on hexagonal silicon carbide
journal, February 2010
- Koch, R. J.; Haensel, T.; Ahmed, S. I. -U.
- physica status solidi (c), Vol. 7, Issue 2
Structure and Properties of Cobalt-Exchanged H-ZSM5 Catalysts for Dehydrogenation and Dehydrocyclization of Alkanes
journal, February 2001
- Li, Wei; Yu, Sara Y.; Meitzner, George D.
- The Journal of Physical Chemistry B, Vol. 105, Issue 6
Mechanisms of 1,5-dehydrocyclisation and isomerisation of alkanes on iridium, rhodium, palladium and platinum films
journal, January 1984
- Finlayson, Odilla E.; Clarke, John K. A.; Rooney, John J.
- Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, Vol. 80, Issue 1
Thermal Chemistry of C 3 Metallacycles on Pt(111) Surfaces
journal, June 2001
- Chrysostomou, Demetrius; Chou, Artie; Zaera, Francisco
- The Journal of Physical Chemistry B, Vol. 105, Issue 25
Coordination and Metalation Bifunctionality of Cu with 5,10,15,20-Tetra(4-pyridyl)porphyrin: Toward a Mixed-Valence Two-Dimensional Coordination Network
journal, March 2012
- Li, Yang; Xiao, Jie; Shubina, Tatyana E.
- Journal of the American Chemical Society, Vol. 134, Issue 14
Adsorption and Reactions of C 6 Hydrocarbons at High Pressures on Pt(111) Single-Crystal Surfaces Studied by Sum Frequency Generation Vibrational Spectroscopy: Mechanisms of Isomerization and Dehydrocyclization of n -Hexane
journal, June 2004
- Yang, Minchul; Somorjai, Gabor A.
- Journal of the American Chemical Society, Vol. 126, Issue 24
Reactivity of Unsaturated Linear C6Hydrocarbons on Pd(111) and H(D)/Pd(111)
journal, August 1998
- Vasquez, Natividad; Madix, R. J.
- Journal of Catalysis, Vol. 178, Issue 1
Response characteristics of thin film oxygen sensors, Pt and Pd octaethylporphyrins in polymer films
journal, February 2002
- Douglas, P.; Eaton, K.
- Sensors and Actuators B: Chemical, Vol. 82, Issue 2-3
Electronic excitations of benzene, pyridine, and pyrazine adsorbed on Ag(111)
journal, November 1981
- Avouris, Ph.; Demuth, J. E.
- The Journal of Chemical Physics, Vol. 75, Issue 10
The Dehydrocyclization Reaction.
journal, December 1953
- Hansch, Corwin
- Chemical Reviews, Vol. 53, Issue 3
Disproportionation and coupling reactions of alkyl iodides on a Au(111) surface
journal, December 1993
- Paul, Anumita; Yang, Michael X.; Bent, Brian E.
- Surface Science, Vol. 297, Issue 3
Surface chemistry of porphyrins and phthalocyanines
journal, November 2015
- Gottfried, J. Michael
- Surface Science Reports, Vol. 70, Issue 3
Hydrogen Bonding Versus van der Waals Interactions: Competitive Influence of Noncovalent Interactions on 2D Self-Assembly at the Liquid-Solid Interface
journal, November 2010
- Mali, Kunal S.; Lava, Kathleen; Binnemans, Koen
- Chemistry - A European Journal, Vol. 16, Issue 48
Mechanism of Dehydrocyclization of 1-Hexene to Benzene on Cu 3 Pt(111)
journal, October 1997
- Teplyakov, Andrew V.; Bent, Brian E.
- The Journal of Physical Chemistry B, Vol. 101, Issue 44
A Surface Science Study of the Hydrogenation and Dehydrogenation Steps in the Interconversion of C6Cyclic Hydrocarbons on Ni(100)
journal, November 1996
- Tjandra, Sariwan; Zaera, Francisco
- Journal of Catalysis, Vol. 164, Issue 1
Dehydrogenation and Related Reactions Catalyzed by Iridium Pincer Complexes
journal, March 2011
- Choi, Jongwook; MacArthur, Amy H. Roy; Brookhart, Maurice
- Chemical Reviews, Vol. 111, Issue 3
Scanning Tunneling Microscopy, Orbital-Mediated Tunneling Spectroscopy, and Ultraviolet Photoelectron Spectroscopy of Nickel(II) Octaethylporphyrin Deposited from Vapor
journal, February 2002
- Scudiero, L.; Barlow, Dan E.; Hipps, K. W.
- The Journal of Physical Chemistry B, Vol. 106, Issue 5
Graphene CVD growth on copper and nickel: role of hydrogen in kinetics and structure
journal, January 2011
- Losurdo, Maria; Giangregorio, Maria Michela; Capezzuto, Pio
- Physical Chemistry Chemical Physics, Vol. 13, Issue 46, Article No. 20836
STM studies on porphyrins
journal, October 2010
- Otsuki, Joe
- Coordination Chemistry Reviews, Vol. 254, Issue 19-20
Kinetics of n -Butylbenzene Dehydrocyclization over Chromia−Alumina
journal, January 1996
- Laatikainen, Markku; Vahteristo, Kari; Saukkonen, Susanna
- Industrial & Engineering Chemistry Research, Vol. 35, Issue 7
Adsorption and thermal decomposition of benzene on nickel(110) studied by chemical, spectroscopic, and computational methods
journal, February 1992
- Huntley, D. R.; Jordan, S. L.; Grimm, F. A.
- The Journal of Physical Chemistry, Vol. 96, Issue 3
Adsorption of styrene on Ag(111)
journal, November 2004
- Wei, W.; Huang, W. X.; White, J. M.
- Surface Science, Vol. 572, Issue 2-3
Insights in Reaction Mechanistics: Isotopic Exchange during the Metalation of Deuterated Tetraphenyl-21,23 D -porphyrin on Cu(111)
journal, November 2014
- Röckert, Michael; Franke, Matthias; Tariq, Quratulain
- The Journal of Physical Chemistry C, Vol. 118, Issue 46
Thermal selectivity of intermolecular versus intramolecular reactions on surfaces
journal, March 2016
- Cirera, Borja; Giménez-Agulló, Nelson; Björk, Jonas
- Nature Communications, Vol. 7, Issue 1
Adsorption geometry, conformation, and electronic structure of 2H-octaethylporphyrin on Ag(111) and Fe metalation in ultra high vacuum
journal, April 2013
- Borghetti, Patrizia; Santo, Giovanni Di; Castellarin-Cudia, Carla
- The Journal of Chemical Physics, Vol. 138, Issue 14
Surface intercalation of gold underneath a graphite monolayer on Ni(111) studied by angle-resolved photoemission and high-resolution electron-energy-loss spectroscopy
journal, November 2000
- Shikin, A. M.; Prudnikova, G. V.; Adamchuk, V. K.
- Physical Review B, Vol. 62, Issue 19
Giant Multiporphyrin Arrays as Artificial Light-Harvesting Antennas
journal, May 2004
- Imahori, Hiroshi
- The Journal of Physical Chemistry B, Vol. 108, Issue 20
Growth and Orientation of Naphthalene Films on Ag(111)
journal, April 2004
- Huang, W. X.; White, J. M.
- The Journal of Physical Chemistry B, Vol. 108, Issue 16
Thermal Chemistry of Dihalopropanes on Ni(100) Single-Crystal Surfaces: Formation of Cyclopropane, Propene, and Propane
journal, February 1997
- Tjandra, Sariwan; Zaera, Francisco
- The Journal of Physical Chemistry B, Vol. 101, Issue 6
Versatile Bottom-Up Construction of Diverse Macromolecules on a Surface Observed by Scanning Tunneling Microscopy
journal, August 2014
- Haq, Sam; Hanke, Felix; Sharp, John
- ACS Nano, Vol. 8, Issue 9
Role of Surface Area in Dehydrocyclization Catalysis
journal, October 1946
- Russell, Allen S.; Stokes, John J.
- Industrial & Engineering Chemistry, Vol. 38, Issue 10
NEXAFS and TPD studies of molecular adsorption of hydrocarbons on Cu(100): segmental correlations with the heats of adsorption
journal, January 1998
- Teplyakov, Andrew V.; Gurevich, Alejandra B.; Yang, Michael X.
- Surface Science, Vol. 396, Issue 1-3
On the Mechanism of Propane Dehydrocyclization over Cation-Containing, Proton-Poor MFI Zeolite
journal, January 1998
- Price, Geoffrey L.; Kanazirev, Vladislav; Dooley, Kerry M.
- Journal of Catalysis, Vol. 173, Issue 1
Solution-processible organic semiconductor for transistor applications: Tetrabenzoporphyrin
journal, March 2004
- Aramaki, Shinji; Sakai, Yoshimasa; Ono, Noboru
- Applied Physics Letters, Vol. 84, Issue 12
Mechanism of Dehydrocyclization of 1-Hexene to Benzene on Cu 3 Pt(111): Identification of 1,3,5-Hexatriene as Reaction Intermediate
journal, March 1998
- Teplyakov, Andrew V.; Gurevich, Alejandra B.; Garland, Eva R.
- Langmuir, Vol. 14, Issue 6
Benzene chemisorption on palladium surfaces. I. High-resolution electron-energy-loss vibrational spectra and structural models
journal, April 1985
- Waddill, G. D.; Kesmodel, L. L.
- Physical Review B, Vol. 31, Issue 8
Electronic and vibrational properties at the ZnPc/Ag(110) interface
journal, June 2009
- Amsalem, P.; Giovanelli, L.; Themlin, J. M.
- Physical Review B, Vol. 79, Issue 23
Probing the molecular orbitals of FePc near the chemical potential using electron energy-loss spectroscopy
journal, March 2010
- Roth, F.; König, A.; Kraus, R.
- The European Physical Journal B, Vol. 74, Issue 3
Deprotonation-Driven Phase Transformations in Terephthalic Acid Self-Assembly on Cu(100)
journal, December 2004
- Stepanow, S.; Strunskus, T.; Lingenfelder, M.
- The Journal of Physical Chemistry B, Vol. 108, Issue 50
Metal−Organic Coordination Interactions in Fe−Terephthalic Acid Networks on Cu(100)
journal, February 2008
- Tait, Steven L.; Wang, Yeliang; Costantini, Giovanni
- Journal of the American Chemical Society, Vol. 130, Issue 6
Ruthenium-Catalyzed Dimethylamineborane Dehydrogenation: Stepwise Metal-Centered Dehydrocyclization
journal, October 2009
- Friedrich, Anja; Drees, Markus; Schneider, Sven
- Chemistry - A European Journal, Vol. 15, Issue 40
Nano-architectures by covalent assembly of molecular building blocks
journal, October 2007
- Grill, Leonhard; Dyer, Matthew; Lafferentz, Leif
- Nature Nanotechnology, Vol. 2, Issue 11
Vibrational/HREELS, UV/HREELS, and temperature-programmed desorption of benzene and hydrogen on (2×1)Pt(110)
journal, July 2001
- Thomas, F. S.; Chen, N. S.; Ford, L. P.
- Surface Science, Vol. 486, Issue 1-2
Alkane dehydrocyclization mechanism
journal, November 1999
- Davis, Burtron H.
- Catalysis Today, Vol. 53, Issue 3
Change of the Magnetic Coupling of a Metal–Organic Complex with the Substrate by a Stepwise Ligand Reaction
journal, September 2013
- Heinrich, Benjamin W.; Ahmadi, Gelavizh; Müller, Valentin L.
- Nano Letters, Vol. 13, Issue 10
The copper phthalocyanine/Au() interface studied using high resolution electron energy-loss spectroscopy
journal, May 2002
- Auerhammer, J. M.; Knupfer, M.; Peisert, H.
- Surface Science, Vol. 506, Issue 3
Communication: Substrate induced dehydrogenation: Transformation of octa-ethyl-porphyrin into tetra-benzo-porphyrin
journal, June 2013
- van Vörden, D.; Lange, M.; Schmuck, M.
- The Journal of Chemical Physics, Vol. 138, Issue 21
Alkane-Assisted Adsorption and Assembly of Phthalocyanines and Porphyrins
journal, June 2000
- Qiu, Xiaohui; Wang, Chen; Zeng, Qingdao
- Journal of the American Chemical Society, Vol. 122, Issue 23
Thermal Chemistry of 1,6-Diiodohexane on Ni(100) Single-Crystal Surfaces: Mimicking Cyclization Reactions
journal, January 1999
- Tjandra, Sariwan; Zaera, Francisco
- The Journal of Physical Chemistry A, Vol. 103, Issue 14
Adsorption of cobalt (II) octaethylporphyrin and 2H-octaethylporphyrin on Ag(111): new insight into the surface coordinative bond
journal, December 2009
- Bai, Yun; Buchner, Florian; Kellner, Ina
- New Journal of Physics, Vol. 11, Issue 12
On-surface formation of two-dimensional polymer via direct C–H activation of metal phthalocyanine
journal, January 2015
- Sun, Qiang; Zhang, Chi; Cai, Liangliang
- Chemical Communications, Vol. 51, Issue 14
Alkane dehydrogenation over supported chromium oxide catalysts
journal, June 1999
- Weckhuysen, Bert M.; Schoonheydt, Robert A.
- Catalysis Today, Vol. 51, Issue 2
Self-assembled monolayer of tin-phthalocyanine on InSb(001)-(4×2)/c(8×2)
journal, December 2005
- Salomon, E.; Angot, T.; Papageorgiou, N.
- Surface Science, Vol. 596, Issue 1-3
WSXM : A software for scanning probe microscopy and a tool for nanotechnology
journal, January 2007
- Horcas, I.; Fernández, R.; Gómez-Rodríguez, J. M.
- Review of Scientific Instruments, Vol. 78, Issue 1