The title compound 2（C22H28N＋O3）·H2O·2Cl-was synthesized by the reaction of 2-bromo-1-[4-（benzyloxy）phenyl]-1-pentone with 2,2＇-azanediyldiethanol. The crystal determined by X-ray diffraction analysis ...The title compound 2（C22H28N＋O3）·H2O·2Cl-was synthesized by the reaction of 2-bromo-1-[4-（benzyloxy）phenyl]-1-pentone with 2,2＇-azanediyldiethanol. The crystal determined by X-ray diffraction analysis belongs to the monoclinic system, space group Pc with a = 18.312（3）, b = 14.838（3）, c = 7.6227（14） , β = 97.981（4）°, Z = 2, Mr = 797.82, V = 2051.1（6） 3, Dc = 1.292 g/cm3, S = 0.956, μ = 0.21 mm-1, F（000） = 852, the final R = 0.0625 and wR = 0.1428 for 5683 observed reflections （Ⅰ 〉 2σ（Ⅰ））. Flack parameter is 0.10（9）. The title compound is composed by four non-coplanar ring systems, two benzenes and two morpholines. One morpholine ring （C（3）-C（4）-N（1）-C（1）-C（2）-O（1）） forms a chair conformation, while the other （C（4）-C（3）-O（2）-C（6）-C（5）-N（1）） assumes a boat conformation. X-ray crystal structure displays extensive N-H…Cl and O-H…Cl intermolecular hydrogen bonds. The preliminary antidepressant activity test indicates that the inhibition ratio of SERT （5-HT Transporter） was 35.9% at the dosage of 10.0 mg/L.展开更多
A series of 2-phenylpyridine(ppy)-type cyclometalating ligands containing rigid 5,9-dioxa-13bboranaphtho[3,2,1-de]anthracene(OBA)units have been developed.Together with different ppy-type cyclometalating ligands with ...A series of 2-phenylpyridine(ppy)-type cyclometalating ligands containing rigid 5,9-dioxa-13bboranaphtho[3,2,1-de]anthracene(OBA)units have been developed.Together with different ppy-type cyclometalating ligands with a phenylsulfonyl group(–SO_(2)Ph)substituted at different positions,new unsymmetric heteroleptic cyclometalated Ir(Ⅲ)complexes have been successfully synthesized.Their photophysical,electrochemical and electroluminescence(EL)behaviors have been fully characterized.In addition,both time-dependent functional theory(TD-DFT)and natural transition orbital(NTO)theoretical results have been obtained to gain insight into the optoelectronic behaviors of these unsymmetric Ir(Ⅲ)complexes with OBA units.The NTO results indicate that the features of the lowest triplet excited states(T_(1))can be delicately tuned by combination between the OBA-based cyclometalating ligand and another ppy-type ligand with the–SO_(2)Ph group.Importantly,these unsymmetric Ir(Ⅲ)complexes can exhibit very high phosphorescence quantum yield(Φ_(p))higher than 0.90 due to the highly rigid OBA unit which can effectively restrain non-radiative processes.In addition,an electron injection/transporting(EI/ET)ability can be conferred to these unsymmetric heteroleptic cyclometalated Ir(Ⅲ)complexes by both OBA and–SO_(2)Ph moieties.Taking advantage of these merits,organic light-emitting diodes(OLEDs)based on these unsymmetric heteroleptic cyclometalated Ir(Ⅲ)complexes can show a high maximum external quantum efficiency(ηext)of 12.8%,a current efficiency(η_(L))of 51.1 cd A^(−1),and a power efficiency(η_(P))of 40.5 lm W^(−1) for a yellowish-green device,while EL efficiencies for red devices are 6.8%,13.9 cd A^(−1),and 12.8 lm W^(−1),respectively.All these results indicate the good potential of the rigid OBA unit in developing functional phosphorescent emitters.展开更多
基金Project supported by the National Technology R&D Program (No. 2011 BAE06B01)
文摘The title compound 2（C22H28N＋O3）·H2O·2Cl-was synthesized by the reaction of 2-bromo-1-[4-（benzyloxy）phenyl]-1-pentone with 2,2＇-azanediyldiethanol. The crystal determined by X-ray diffraction analysis belongs to the monoclinic system, space group Pc with a = 18.312（3）, b = 14.838（3）, c = 7.6227（14） , β = 97.981（4）°, Z = 2, Mr = 797.82, V = 2051.1（6） 3, Dc = 1.292 g/cm3, S = 0.956, μ = 0.21 mm-1, F（000） = 852, the final R = 0.0625 and wR = 0.1428 for 5683 observed reflections （Ⅰ 〉 2σ（Ⅰ））. Flack parameter is 0.10（9）. The title compound is composed by four non-coplanar ring systems, two benzenes and two morpholines. One morpholine ring （C（3）-C（4）-N（1）-C（1）-C（2）-O（1）） forms a chair conformation, while the other （C（4）-C（3）-O（2）-C（6）-C（5）-N（1）） assumes a boat conformation. X-ray crystal structure displays extensive N-H…Cl and O-H…Cl intermolecular hydrogen bonds. The preliminary antidepressant activity test indicates that the inhibition ratio of SERT （5-HT Transporter） was 35.9% at the dosage of 10.0 mg/L.
基金supported by the National Natural Science Foundation of China(21572176,21875179,21602170 and 51803163)the Natural Science Foundation of Shaanxi Province(2019JZ-29 and 2019JQ-188)+3 种基金the China Postdoctoral Science Foundation(2016M600778)the Shaanxi Province Postdoctoral Science Foundation(2017BSHEDZZ03)the Fundamental Research Funds for the Central Universities(xjj2017099,xjj2016061 and cxtd2015003)the Key Laboratory Construction Program of Xi’an Municipal Bureau of Science and Technology(201805056ZD7CG40).
文摘A series of 2-phenylpyridine(ppy)-type cyclometalating ligands containing rigid 5,9-dioxa-13bboranaphtho[3,2,1-de]anthracene(OBA)units have been developed.Together with different ppy-type cyclometalating ligands with a phenylsulfonyl group(–SO_(2)Ph)substituted at different positions,new unsymmetric heteroleptic cyclometalated Ir(Ⅲ)complexes have been successfully synthesized.Their photophysical,electrochemical and electroluminescence(EL)behaviors have been fully characterized.In addition,both time-dependent functional theory(TD-DFT)and natural transition orbital(NTO)theoretical results have been obtained to gain insight into the optoelectronic behaviors of these unsymmetric Ir(Ⅲ)complexes with OBA units.The NTO results indicate that the features of the lowest triplet excited states(T_(1))can be delicately tuned by combination between the OBA-based cyclometalating ligand and another ppy-type ligand with the–SO_(2)Ph group.Importantly,these unsymmetric Ir(Ⅲ)complexes can exhibit very high phosphorescence quantum yield(Φ_(p))higher than 0.90 due to the highly rigid OBA unit which can effectively restrain non-radiative processes.In addition,an electron injection/transporting(EI/ET)ability can be conferred to these unsymmetric heteroleptic cyclometalated Ir(Ⅲ)complexes by both OBA and–SO_(2)Ph moieties.Taking advantage of these merits,organic light-emitting diodes(OLEDs)based on these unsymmetric heteroleptic cyclometalated Ir(Ⅲ)complexes can show a high maximum external quantum efficiency(ηext)of 12.8%,a current efficiency(η_(L))of 51.1 cd A^(−1),and a power efficiency(η_(P))of 40.5 lm W^(−1) for a yellowish-green device,while EL efficiencies for red devices are 6.8%,13.9 cd A^(−1),and 12.8 lm W^(−1),respectively.All these results indicate the good potential of the rigid OBA unit in developing functional phosphorescent emitters.
