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.