English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/246778
logo share SHARE   Add this article to your Mendeley library MendeleyBASE
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE
Exportar a otros formatos:


A Trapezoidal Octacyanoquinoid Acceptor Forms Solution and Surface Products by Antiparallel Shape Fitting with Conformational Dipole Momentum Switch

AuthorsMedina Rivero, Samara; Urieta Mora, Javier; Molina Ontoria, Agustín; Martín Fuentes, Cristina; Urgel, José I.; Zubiría Ulacia, María; Lloveras, Vega CSIC ORCID; Casanova, David; Martínez, José I. CSIC ORCID; Veciana, Jaume CSIC ORCID CVN; Écija, David; Martín, Nazario; Casado, Juan
KeywordsCharged anions
Parallel conjugation
Surface STM analysis
Tetracyano quinoidal compounds
Vibrational and electronic spectroscopy
Issue Date4-Jun-2021
CitationAngewandte Chemie - International Edition: 10.1002/anie.202104294 (2021)
AbstractA new compound (1) formed by two antiparallelly disposed tetracyano thienoquinoidal units has been synthesized and studied by electrochemistry, UV/Vis-NIR, IR, EPR, and transient spectroscopy. Self-assembly of 1 on a Au(111) surface has been investigated by scanning tunneling microscopy. Experiments have been rationalized by quantum chemical calculations. 1 exhibits a unique charge distribution in its anionic form, with a gradient of charge yielding a neat molecular in-plane electric dipole momentum, which transforms out-of-plane after surface deposition due to twisted→folded conformational change and to partial charge transfer from Au(111). Intermolecular van der Waals interactions and antiparallel trapezoidal shape fitting lead to the formation of an optimal dense on Au(111) two-dimensional assembly of 1.
Publisher version (URL)http://dx.doi.org/10.1002/anie.202104294
Appears in Collections:(ICMAB) Artículos
Files in This Item:
File Description SizeFormat 
Medina_AngewChem_2021_editorial.pdfArtículo principal1,25 MBAdobe PDFThumbnail
Medina_AngewChem_2021_suppl_editorial.pdfInformación complementaria2,72 MBAdobe PDFThumbnail
Show full item record
Review this work

WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.