0000000001311553
AUTHOR
Justo Cabrera-gonzález
Carborane-stilbene dyads: influence of substituents and cluster isomers on the photoluminescence properties
Two novel styrene-containing meta-carborane derivatives substituted at the second carbon cluster atom (Cc) with either a methyl (Me), or a phenyl (Ph) group, are introduced herein alongside with a new set of stilbene-containing ortho- (o-) and meta- (m-) carborane dyads. The latter set of compounds has been prepared from styrenecontaining carborane derivatives via Heck coupling reaction. High regioselectivity has been achieved for these compounds by using a combination of palladium complexes [Pd2(dba)3]/[Pd(t-Bu3P)2] as a catalytic system, yielding exclusively E isomers. All compounds have been fully characterized and the crystal structures of seven of them analyzed by X-ray diffraction. Th…
Tetrakis{[(p-dodecacarboranyl)methyl]stilbenyl}ethylene: A Luminescent Tetraphenylethylene (TPE) Core System
The synthesis and spectroscopic characterization of the first set of tetra(p-dodecacarborane-stilbeno)ethylenes (TDSE), substituted either with a methyl or phenyl group in the 2-position (Ccluster) of the ortho-carborane, are described. The complex absorption properties are elucidated by TD-DFT calculations, stressing the importance of through bond conjugation. Enhanced conjugation and restriction of the conformational space are identified as the main factors for boosted luminescence properties in solution compared to tetraphenylethylene (TPE) core, effectively reducing internal conversion (IC). IC is further reduced when aggregate suspensions of our compounds in water are formed, providing…
Photoluminescence in Carborane–Stilbene Triads : A Structural, Spectroscopic, and Computational Study
A set of triads in which o- and m-carborane clusters are bonded to two stilbene units through Ccluster -CH2 bonds was synthesized, and their structures were confirmed by X-ray diffraction. A study on the influence of the o- and m- isomers on the absorption and photoluminescence properties of the stilbene units in solution revealed no charge-transfer contributions in the lowest excited state, as confirmed by (TD)DFT calculations. The presence of one or two B-I groups in m-carborane derivatives does not affect the emission properties of the stilbenes in solution, probably due to the rather large distance between the iodo substituents and the fluorophore. Nevertheless, a significant redshift o…
CCDC 1569221: Experimental Crystal Structure Determination
Related Article: Justo Cabrera-González, Clara Viñas, Matti Haukka, Santanu Bhattacharyya, Johannes Gierschner, Rosario Núñez|2016|Chem.-Eur.J.|22|13588|doi:10.1002/chem.201601177
CCDC 1569224: Experimental Crystal Structure Determination
Related Article: Justo Cabrera-González, Clara Viñas, Matti Haukka, Santanu Bhattacharyya, Johannes Gierschner, Rosario Núñez|2016|Chem.-Eur.J.|22|13588|doi:10.1002/chem.201601177
CCDC 1569223: Experimental Crystal Structure Determination
Related Article: Justo Cabrera-González, Clara Viñas, Matti Haukka, Santanu Bhattacharyya, Johannes Gierschner, Rosario Núñez|2016|Chem.-Eur.J.|22|13588|doi:10.1002/chem.201601177
CCDC 1569222: Experimental Crystal Structure Determination
Related Article: Justo Cabrera-González, Clara Viñas, Matti Haukka, Santanu Bhattacharyya, Johannes Gierschner, Rosario Núñez|2016|Chem.-Eur.J.|22|13588|doi:10.1002/chem.201601177