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Título
Highly fluorescent complexes with 3-isocyanoperylene and N-(2,5-di-tert-butylphenyl)-9-isocyano-perylene- 3,4-dicarboximide
Autor
Año del Documento
2014
Editorial
Royal Society of Chemistry
Descripción
Producción Científica
Documento Fuente
Dalton Transactions, 2014, 43, p. 10885-10897
Resumo
The perylene derivatives 3-isocyanoperylene (Per–N≡C) (4a) and N-(2,5-di-tert-butylphenyl)-
9-isocyano-perylene-3,4-dicarboximide (PMI–N≡C) (4b) were prepared and used to synthesize
gold complexes [AuX(CNR)] (X = C6F5 (5a,b), C6F4-OnBu-p (6b)). The reaction of 5b and 6b
with HNEt2 led the carbene complexes [AuX{C(NEt2)(NHR)}] (7b, 8b), respectively. The
molecular structure of complexes 7b, 8b have been determined by X-ray diffraction analysis
showing intermolecular π–stacking of the perylene groups and C6F5 rings, and no Au···Au
interactions. The derivative compounds [M(CO)5(CNR)] (M = Cr (9a,b), Mo (10a,b) or W
(11a,b)) and trans-[Pd(CNR)2(C6F3Cl2)2] (12a,b) were also prepared. All complexes exhibit
fluorescence associated to the perylene fragment with emission quantum yields, in solution at
room temperature, in the range 0.05 – 0.93 and emission lifetimes ~ 4 ns. DFT calculations
were performed of the absorption spectra of the ligands Per–N≡C and PMI–N≡C, and
representative complexes [Au(C6F5)(CNR)], [Cr(CO)5(CNR)], showing a perylene-dominated
intraligand π–π*emissive state, from the HOMO and LUMO orbitals of the perylene
chromophore, but with significantly different absorption maxima by influence of the metal
fragment, particularly significant in the Per–N≡C derivatives.
Materias (normalizadas)
Chemistry
ISSN
1477-9226
Revisión por pares
SI
Patrocinador
Ministerio de Economía, Industria y Competitividad (CTQ2011-2513)
Ministerio de Economía, Industria y Competitividad (CTQ2011-23862-C02)
Junta de Castilla y León (programa de apoyo a proyectos de investigación – Ref. VA302U13)
Generalitat de Catalunya (grant 2009SGR-1459)
Ministerio de Economía, Industria y Competitividad (CTQ2011-23862-C02)
Junta de Castilla y León (programa de apoyo a proyectos de investigación – Ref. VA302U13)
Generalitat de Catalunya (grant 2009SGR-1459)
Idioma
eng
Derechos
openAccess
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