10.1021/cm035379d.s004
Junghyun Lee
Junghyun
Lee
Qin-De Liu
Qin-De
Liu
Michael Motala
Michael
Motala
Justin Dane
Justin
Dane
Jun Gao
Jun
Gao
Youngjin Kang
Youngjin
Kang
Suning Wang
Suning
Wang
Photoluminescence, Electroluminescence, and Complex
Formation of Novel <i>N</i>-7-Azaindolyl- and
2,2‘-Dipyridylamino-Functionalized Siloles
American Chemical Society
2004
silole compounds
metal ions
silole ring
functionalized phenyl rings
emission λ max
Compound 5 displays
516 nm
Electroluminescent devices
H 2 O
3 functions
siloles 1
1 D polymer structure
dinuclear unit
dimethyl
O 2 CCF 3
compounds 1
diffraction
Zn 2
Complex Formation
2004-05-18 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Photoluminescence_Electroluminescence_and_Complex_Formation_of_Novel_i_N_i_7_Azaindolyl_and_2_2_Dipyridylamino_Functionalized_Siloles/3339037
New silole compounds based on the 7-azaindolyl and 2,2‘-dipyridylamino groups, 1,1-dimethyl-2,5-bis(4-<i>N</i>-7-azaindolylphenyl)-3,4-diphenylsilole (<b>1</b>), 1,1-dimethyl-2,5-bis(4‘-<i>N</i>-7-azaindoylbiphenylyl)-3,4-diphenylsilole (<b>2</b>), 1,1-dimethyl-2,5-bis(<i>p</i>-2,2‘-dipyridylaminophenyl)-3,4-diphenylsilole (<b>3</b>), and 1,1-dimethyl-2,5-bis(<i>p</i>-2,2‘-dipyridylaminobiphenylyl)-3,4-diphenylsilole (<b>4</b>), have been synthesized and structurally characterized. These new silole compounds
are capable of binding to metal ions as demonstrated by the zinc(II) complex <b>5 </b>obtained
from the reaction of <b>3</b> with Zn(O<sub>2</sub>CCF<sub>3</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>3</sub>, where <b>3 </b>functions as a bridging-chelating
ligand to zinc(II) ions. The structure of siloles <b>1</b> and <b>3</b>, and complex <b>5</b> were determined by
single-crystal X-ray diffraction analyses. Compound <b>5 </b>displays an extended 1D polymer
structure in the solid state with alternating molecules of <b>3 </b>and a dinuclear unit of
Zn<sub>2</sub>(O<sub>2</sub>CCF<sub>3</sub>)<sub>4</sub>(H<sub>2</sub>O). Compounds <b>1</b>−<b>4</b> are bright green emitters in solution and in the solid
state with emission λ<sub>max</sub> at 506, 511, 519, and 516 nm, respectively. In contrast, the emission
maximum of complex <b>5</b> is blue-shifted (λ<sub>max</sub> = 488 nm), which is attributed to the disruption
of the conjugation of the functionalized phenyl rings with the central silole ring by zinc(II)
coordination, as revealed by X-ray diffraction analysis. Electroluminescent devices using
compounds <b>1</b> and <b>3</b> as the emitting layer and the electron-transporting layer have been
fabricated successfully.