Producción Científica Profesorado

Engineering organic semiconducting solids. Multicomponent access to crystalline 3-(4-aryl-1,2,3-triazolyl)coumarins.

Lopez Ruíz, Heraclio


J. E. de la Cerda-Pedro, R. Arcos-Ramos, M. Maldonado-Domínguez, S. Rojas-Lima, M. Romero-Ávila, M. P. Carreón-Castro, R. Santillan, N. Farfán, H. López-Ruiz, Engineering organic semiconducting solids. Multicomponent access to crystalline 3-(4-aryl-1,2,3-triazolyl)coumarins, Cryst. Eng. Comm, 2016,18, 5562-5571DOI: 10.1039/C6CE01041E


Crystalline 3-(4-aryl-1,2,3-triazol-1-yl)coumarins (ATCs) were prepared from commercial materials using a four-component methodology as a key step. In the present work, a feasible and environmentally friendly route to the title compounds was developed through the reaction between salicylaldehydes, ethyl bromoacetate, phenylacetylenes and sodium azide under mild conditions, with short reaction times and a simple workup. Crystalline solids are readily accessed from the featured products via solution processing and their arrays in the solid state were elucidated through SXRD; these molecules display a periodic overlap of ?-systems, which facilitates carrier transport in organic electronic devices. Semiconductor band gaps for the obtained solids were derived through plane-wave DFT and compared with reference systems known to display superior performance in organic electronics. Thus ATCs represent attractive systems for research and implementation in molecular materials, a task which will be facilitated by the concise route herein described.

Producto de Investigación

Artículos relacionados

Structural studies of spiroarsoranes derived from 2-aminophenols

3-Benzoyl-2-isopropyl-4-alkyloxazolidin-5-ones as Efficient and Inexpensive Sources of Enantiopure ?...

Phenylboronic acid catalyzed-cyanide promoted, one-pot synthesis of 2-(2-hydroxyphenyl)benzoxazole d...

Et3B, an Efficient Mediator for Xanthate Transfer Based Radical Processes

A practical access to acyl radicals from acyl hydrazides

Preparation of N-aryl-substituted spiro-?-lactams via Staudinger cycloaddition

Study of the reactivity of squarylferrocenes. Addition of amines and aminoesters

Ylidaddukte der Penteltrichloride

Facile synthesis of 1,3,6-oxadiazepines from 2,2?-(1,2-ethanediyldiimino)bisphenols

Diastereoselective alkylation of chiral glycinate derivatives containing the ?-phenylethyl group.