Tetrakis{[(p-dodecacarboranyl)methyl]stilbenyl}ethylene: A Luminescent Tetraphenylethylene (TPE) Core System

被引:30
作者
Cabrera-Gonzalez, Justo [1 ]
Bhattacharyya, Santanu [2 ]
Milian-Medina, Begona [2 ,3 ]
Teixidor, Francesc [1 ]
Farfan, Norberto [4 ]
Arcos-Ramos, Rafael [4 ]
Vargas-Reyes, Veronica [4 ]
Gierschner, Johannes [2 ]
Nunez, Rosario [1 ]
机构
[1] CSIC, Inst Ciencia Mat Barcelona, ICMAB, Campus UAB, E-08193 Barcelona, Spain
[2] IMDEA Nanosci, Madrid Inst Adv Studies, Ciudad Univ Cantoblanco,C Faraday 9, Madrid 28049, Spain
[3] Univ Valencia, Fac Chem, Dept Phys Chem, Avda Dr Moliner 50, E-46100 Valencia, Spain
[4] Univ Nacl Autonoma Mexico, Fac Quim, Dept Quim Organ, Ciudad De Mexico 04510, DF, Mexico
关键词
Boron clusters; Carboranes; Luminescence; Stilbene; Density functional calculations; AGGREGATION-INDUCED EMISSION; O-CARBORANE; PHOTOPHYSICAL PROPERTIES; CHARGE-TRANSFER; FLUORESCENCE; PHOTOLUMINESCENCE; BORON; STILBENE; PHARMACOPHORES; FLUOROPHORES;
D O I
10.1002/ejic.201700453
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis and spectroscopic characterization of the first set of tetrakis{[(p-dodecacarboranyl)methyl]stilbenyl}ethylenes (TDSE), substituted either with a methyl or a phenyl group in the 2-position (C-cluster) 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 with the tetraphenylethylene (TPE) core, effectively reducing internal conversion (IC). IC is further reduced when aggregate suspensions of our compounds are formed in water, providing highly luminescent materials of quasi-isolated (very weakly interacting) emitters.
引用
收藏
页码:4575 / 4580
页数:6
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