Engineering the HOMO–LUMO gap of indeno[1,2- b]fluorene
Metadatos
Afficher la notice complèteAuteur
Casares López, Raquel; Martínez Pinel, Álvaro; Rodríguez Márquez, Irene; Blanco Suárez, Víctor; Cuerva Carvajal, Juan Manuel; Millán Delgado, AlbaEditorial
Royal Society of Chemistry
Date
2022-07-28Referencia bibliográfica
J. Mater. Chem. C, 2022, 10, 11775. DOI: [10.1039/d2tc02475f]
Patrocinador
MCIN/AEI; ERDF A way of making Europe PGC2018-101873-A-I00 FEDER/Junta de Andalucia-Consejeria de Economia y Conocimiento A-FQM-221-UGR18; Instituto de Salud Carlos III; Spanish Government; European Commission PID2019-106732GB-I00 PID2019-105458RB-I00 PRE2018-083406; 'Severo Ochoa' Programme for Centers of Excellence in RD SEV-2016-0686; 'Maria de Maeztu' Programme for Units of Excellence in RD CEX2018- 000805-M; Ministerio de Universidades FPU19/03751 MCIN/AEI PTA2017-13681-I; Comunidad de Madrid 2019-T1/IND-16384; European Social Fund (ESF)Résumé
A direct, efficient and versatile strategy for the modulation of optoelectronic and magnetic properties of
indeno[1,2-b]fluorene has been developed. 4-Substituted-2,6-dimethylphenyl acetylene groups placed
in the apical carbon of the five-membered rings lead to redshifted absorption maxima (lmax ranging
from 600–700 nm) and considerable narrowing of the HOMO–LUMO energy gap (down to 1.5 eV).
Experimental and theoretical data show an increase in the diradical character (y) and a decrease of the
singlet-triplet energy gap. Moreover, we have investigated the single-molecule conductance of the
antiaromatic indeno[1,2-b]fluorene for the first time by including thiomethyl (-SMe) anchor groups on
the phenylacetylene moiety. Conductance values one order of magnitude higher than those of a
reference linear 3-ring para-phenylene ethylene have been found, despite the longer length of the S-to-
S molecular junction. First principles transport calculations support this high conductance value.