Self-assembly of indole-2-carboxylic acid at graphite and gold surfaces

The Journal of Chemical Physics
Fabrizio De MarchiF Rosei

Abstract

Model systems are critical to our understanding of self-assembly processes. As such, we have studied the surface self-assembly of a small and simple molecule, indole-2-carboxylic acid (I2CA). We combine density functional theory gas-phase (DFT) calculations with scanning tunneling microscopy to reveal details of I2CA assembly in two different solvents at the solution/solid interface, and on Au(111) in ultrahigh vacuum (UHV). In UHV and at the trichlorobenzene/highly oriented pyrolytic graphite (HOPG) interface, I2CA forms epitaxial lamellar structures based on cyclic OH⋯O carboxylic dimers. The structure formed at the heptanoic acid/HOPG interface is different and can be interpreted in a model where heptanoic acid molecules co-adsorb on the substrate with the I2CA, forming a bicomponent commensurate unit cell. DFT calculations of dimer energetics elucidate the basic building blocks of these structures, whereas calculations of periodic two-dimensional assemblies reveal the epitaxial effects introduced by the different substrates.

References

Oct 28, 1996·Physical Review Letters·J P PerdewM Ernzerhof
Jun 10, 2003·Chemical Society Reviews·Steven De Feyter, Frans C De Schryver
Jul 13, 2004·Physical Review Letters·M DionB I Lundqvist
Sep 29, 2006·The Journal of Physical Chemistry. B·Feng TaoSteven L Bernasek
Apr 14, 2007·Annual Review of Physical Chemistry·Johannes V Barth
May 17, 2007·The Review of Scientific Instruments·I HorcasA M Baro
Oct 20, 2007·Langmuir : the ACS Journal of Surfaces and Colloids·Hung DangJames D Wuest
Jan 23, 2008·Photochemistry and Photobiology·Stephen P Nighswander-RempelPaul Meredith
Dec 19, 2008·Langmuir : the ACS Journal of Surfaces and Colloids·Christoph HeiningerMarkus Lackinger
Mar 27, 2009·Chemical Communications : Chem Comm·Rico GutzlerMarkus Lackinger
May 21, 2009·Langmuir : the ACS Journal of Surfaces and Colloids·Markus Lackinger, Wolfgang M Heckl
Jun 18, 2009·Angewandte Chemie·Jinne AdisoejosoSteven De Feyter
Oct 2, 2009·Physical Review Letters·Guillermo Román-Pérez, José M Soler
Nov 19, 2009·Journal of the American Chemical Society·Jennifer M MacLeodDmitrii F Perepichka
Jun 12, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·Jürgen F DienstmaierMarkus Lackinger
Nov 3, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·Adam DuongJames D Wuest
Sep 30, 2009·Journal of Physics. Condensed Matter : an Institute of Physics Journal·Paolo GiannozziRenata M Wentzcovitch
Sep 16, 2011·Advanced Materials·Roberto OteroRodolfo Miranda
Jan 19, 2013·Langmuir : the ACS Journal of Surfaces and Colloids·Jennifer M MacLeodFederico Rosei
Jan 1, 2008·Topics in Current Chemistry·Fabio CicoiraFederico Rosei
May 8, 2013·Journal of Nanoscience and Nanotechnology·Li-Ping XuXueji Zhang
Jun 8, 2013·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Nagendra Kumar KaushikEun Ha Choi
Oct 29, 2013·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Izabela CebulaPeter H Beton
Mar 7, 2014·Nature·Natalie A WasioS Alex Kandel
Jul 25, 2014·Chemical Communications : Chem Comm·Rebecca C QuardokusS Alex Kandel

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.