Multiscale Approach to the Study of the Electronic Properties of Two Thiophene Curcuminoid Molecules
Author
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Etcheverry Berríos, Álvaro
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Olavarría, Ignacio
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Perrin, Mickael L.
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Díaz Torres, Raúl
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Jullian, Domingo
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Ponce, Ingrid
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Zagal Moya, José H.
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Pavez, Jorge
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Vásquez, Sergio O.
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van der Zant, Herre S. J.
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Dulic, Diana
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Aliaga Alcalde, Nuria
Author
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Soler Jauma, Mónica
Admission date
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2017-03-01T19:09:10Z
Available date
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2017-03-01T19:09:10Z
Publication date
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2016
Cita de ítem
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Chemistry-A European Journal. Volumen: 22 Número: 36 Páginas: 12808-12818
es_ES
Identifier
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10.1002/chem.201601187
Identifier
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https://repositorio.uchile.cl/handle/2250/142832
Abstract
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We studied the electronic and conductance properties of two thiophene-curcuminoid molecules, 2-thphCCM (1) and 3-thphCCM (2), in which the only structural difference is the position of the sulfur atoms in the thiophene terminal groups. We used electrochemical techniques as well as UV/Vis absorption studies to obtain the values of the HOMO-LUMO band gap energies, showing that molecule 1 has lower values than 2. Theoretical calculations show the same trend. Self-assembled monolayers (SAMs) of these molecules were studied by using electrochemistry, showing that the interaction with gold reduces drastically the HOMO-LUMO gap in both molecules to almost the same value. Single-molecule conductance measurements show that molecule 2 has two different conductance values, whereas molecule 1 exhibits only one. Based on theoretical calculations, we conclude that the lowest conductance value, similar in both molecules, corresponds to a van der Waals interaction between the thiophene ring and the electrodes. The one order of magnitude higher conductance value for molecule 2 corresponds to a coordinate (dative covalent) interaction between the sulfur atoms and the gold electrodes.