ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
Recently Viewed
You have not visited any articles yet, Please visit some articles to see contents here.
CONTENT TYPES

Figure 1Loading Img

Stereospecific Autocatalytic Surface Explosion Chemistry of Polycyclic Aromatic Hydrocarbons

Cite this: J. Am. Chem. Soc. 2018, 140, 24, 7705–7709
Publication Date (Web):May 28, 2018
https://doi.org/10.1021/jacs.8b04191
Copyright © 2018 American Chemical Society
Article Views
1099
Altmetric
-
Citations
LEARN ABOUT THESE METRICS
Read OnlinePDF (2 MB)
Supporting Info (1)»

Abstract

Abstract Image

Autocatalytic processes are important in many fields of science, including surface chemistry. A better understanding of its mechanisms may improve the current knowledge on heterogeneous catalysis. The thermally induced decomposition of eight different polycyclic aromatic hydrocarbons (PAHs) on a saturated monolayer of atomic oxygen on a Cu(100) surface is studied using temperature-programmed reaction spectroscopy (TPRS), X-ray photoelectron spectroscopy (XPS), and scanning tunneling microscopy (STM). 9-Bromo-heptahelicene decomposes autocatalytically in a narrow temperature range into CO2 and H2O, while non-halogenated heptahelicene decomposes into the same products but does not show autocatalytic behavior. Fixation of the hydrocarbon to the surface via the organometallic bond after elimination of the bromine is identified as a prerequisite for the autocatalytic reaction mechanism. Of all the hydrocarbons studied, only those being sterically overcrowded decompose autocatalytically. Such an observation can be explained by facile dehydrogenation of the overcrowded PAHs. The reaction of such hydrogen with oxygen creates vacancies in the oxygen layer which act as active sites and catalyze further decomposition.

Supporting Information

ARTICLE SECTIONS
Jump To

The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.8b04191.

  • Additional TPRS and XPS data (PDF)

Terms & Conditions

Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

Cited By


This article is cited by 10 publications.

  1. Christian Wäckerlin, Karl-Heinz Ernst. Autocatalytic Surface Explosion Chemistry of 2D Metal–Organic Frameworks. The Journal of Physical Chemistry C 2021, 125 (24) , 13343-13349. https://doi.org/10.1021/acs.jpcc.1c03809
  2. Linfei Li, Sayantan Mahapatra, Dairong Liu, Zhongyi Lu, Nan Jiang. On-Surface Synthesis and Molecular Engineering of Carbon-Based Nanoarchitectures. ACS Nano 2021, 15 (3) , 3578-3585. https://doi.org/10.1021/acsnano.0c08148
  3. Christian Wäckerlin, Aurelio Gallardo, Anaïs Mairena, Miloš Baljozović, Aleš Cahlík, Andrej Antalík, Jiří Brabec, Libor Veis, Dana Nachtigallová, Pavel Jelínek, Karl-Heinz Ernst. On-Surface Hydrogenation of Buckybowls: From Curved Aromatic Molecules to Planar Non-Kekulé Aromatic Hydrocarbons. ACS Nano 2020, 14 (12) , 16735-16742. https://doi.org/10.1021/acsnano.0c04488
  4. K. K. Banerji. Oxidation and Reduction. 2021,,, 69-136. https://doi.org/10.1002/9781119531975.ch3
  5. Christian Wäckerlin. On‐Surface Hydrogen/Deuterium Isotope Exchange in Polycyclic Aromatic Hydrocarbons. Angewandte Chemie International Edition 2021, 60 (15) , 8446-8449. https://doi.org/10.1002/anie.202015552
  6. Christian Wäckerlin. On‐Surface Hydrogen/Deuterium Isotope Exchange in Polycyclic Aromatic Hydrocarbons. Angewandte Chemie 2021, 133 (15) , 8527-8530. https://doi.org/10.1002/ange.202015552
  7. Hui Song, Zhuang Liu, Zeyu Guan, Fan Yang, Dongsheng Xia, Dongya Li. Efficient persulfate non-radical activation of electron-rich copper active sites induced by oxygen on graphitic carbon nitride. Science of The Total Environment 2021, 762 , 143127. https://doi.org/10.1016/j.scitotenv.2020.143127
  8. Hui Song, Zeyu Guan, Dongsheng Xia, Haiming Xu, Fan Yang, Dongya Li, Xiaohu Li. Copper-oxygen synergistic electronic reconstruction on g-C3N4 for efficient non-radical catalysis for peroxydisulfate and peroxymonosulfate. Separation and Purification Technology 2021, 257 , 117957. https://doi.org/10.1016/j.seppur.2020.117957
  9. Jingyi Li, Samuel Lampart, Jay S. Siegel, Karl‐Heinz Ernst, Christian Wäckerlin. Graphene Grown from Flat and Bowl Shaped Polycyclic Aromatic Hydrocarbons on Cu(111). ChemPhysChem 2019, 20 (18) , 2354-2359. https://doi.org/10.1002/cphc.201900291
  10. Anaïs Mairena, Milos Baljozovic, Maciej Kawecki, Konstantin Grenader, Martin Wienke, Kévin Martin, Laetitia Bernard, Narcis Avarvari, Andreas Terfort, Karl-Heinz Ernst, Christian Wäckerlin. The fate of bromine after temperature-induced dehydrogenation of on-surface synthesized bisheptahelicene. Chemical Science 2019, 10 (10) , 2998-3004. https://doi.org/10.1039/C8SC04720K

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

You’ve supercharged your research process with ACS and Mendeley!

STEP 1:
Click to create an ACS ID

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

MENDELEY PAIRING EXPIRED
Your Mendeley pairing has expired. Please reconnect

This website uses cookies to improve your user experience. By continuing to use the site, you are accepting our use of cookies. Read the ACS privacy policy.

CONTINUE