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Cyclometallated 1,2,3-triazol-5-ylidene iridium(III) complexes: synthesis, structure, and photoluminescence properties

, 
Pavel Borisovich Dzhevakov 2
Pavel Borisovich Dzhevakov
,  , 
Sergey Aleksandrovich Rzhevskiy 1
Sergey Aleksandrovich Rzhevskiy
, 
Alexandra Andreevna Ageshina 1
Alexandra Andreevna Ageshina
, 
Victor Nikolaevich Khrustalev 3, 4
Victor Nikolaevich Khrustalev
, 
Dmitry Yuryevich Parashchuk 5, 6
Dmitry Yuryevich Parashchuk
, 
Maksim Vladimirovich Bermeshev 1
Maksim Vladimirovich Bermeshev
,  , 
Andrey Fedorovich Asachenko 1, 2
Andrey Fedorovich Asachenko
10.1016/j.mencom.2019.03.002
Published 2019-03-01
Communication , Volume 29, Issue 2, 128-131
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Topchiy M. A. et al. Cyclometallated 1,2,3-triazol-5-ylidene iridium(III) complexes: synthesis, structure, and photoluminescence properties // Mendeleev Communications. 2019. Vol. 29. No. 2. pp. 128-131.
GOST all authors (up to 50) Copy
Topchiy M. A., Dzhevakov P. B., Kirilenko N. Y., Rzhevskiy S. A., Ageshina A. A., Khrustalev V. N., Parashchuk D. Y., Bermeshev M. V., Nechaev M. S., Asachenko A. F. Cyclometallated 1,2,3-triazol-5-ylidene iridium(III) complexes: synthesis, structure, and photoluminescence properties // Mendeleev Communications. 2019. Vol. 29. No. 2. pp. 128-131.
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TY - JOUR
DO - 10.1016/j.mencom.2019.03.002
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.002
TI - Cyclometallated 1,2,3-triazol-5-ylidene iridium(III) complexes: synthesis, structure, and photoluminescence properties
T2 - Mendeleev Communications
AU - Topchiy, Maxim Anatol'evich
AU - Dzhevakov, Pavel Borisovich
AU - Kirilenko, Nikita Yuryevich
AU - Rzhevskiy, Sergey Aleksandrovich
AU - Ageshina, Alexandra Andreevna
AU - Khrustalev, Victor Nikolaevich
AU - Parashchuk, Dmitry Yuryevich
AU - Bermeshev, Maksim Vladimirovich
AU - Nechaev, M S
AU - Asachenko, Andrey Fedorovich
PY - 2019
DA - 2019/03/01
PB - Mendeleev Communications
SP - 128-131
IS - 2
VL - 29
ER -
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@article{2019_Topchiy,
author = {Maxim Anatol'evich Topchiy and Pavel Borisovich Dzhevakov and Nikita Yuryevich Kirilenko and Sergey Aleksandrovich Rzhevskiy and Alexandra Andreevna Ageshina and Victor Nikolaevich Khrustalev and Dmitry Yuryevich Parashchuk and Maksim Vladimirovich Bermeshev and M S Nechaev and Andrey Fedorovich Asachenko},
title = {Cyclometallated 1,2,3-triazol-5-ylidene iridium(III) complexes: synthesis, structure, and photoluminescence properties},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.002},
number = {2},
pages = {128--131},
doi = {10.1016/j.mencom.2019.03.002}
}
MLA
Cite this
MLA Copy
Topchiy, Maxim Anatol'evich, et al. “Cyclometallated 1,2,3-triazol-5-ylidene iridium(III) complexes: synthesis, structure, and photoluminescence properties.” Mendeleev Communications, vol. 29, no. 2, Mar. 2019, pp. 128-131. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.002.

Abstract

A series of heteroleptic cyclometallated 1,2,3-triazol-5-ylidene IrIII complexes were synthesized and structurally characterized. These new complexes demonstrated photoluminescence in green (550nm) and cyan (499, 496nm) regions. Their photophysical properties were rationalized using DFT calculations.

References

1.
Cyclometalated Iridium(III)-Complex-Based Micelles for Glutathione-Responsive Targeted Chemotherapy and Photodynamic Therapy
Xiang H., Chen H., Tham H.P., Phua S.Z., Liu J., Zhao Y.
ACS applied materials & interfaces, 2017
2.
Endoplasmic Reticulum-Localized Iridium(III) Complexes as Efficient Photodynamic Therapy Agents via Protein Modifications
Nam J.S., Kang M., Kang J., Park S., Lee S.J., Kim H., Seo J.K., Kwon O., Lim M.H., Rhee H., Kwon T.
Journal of the American Chemical Society, 2016
3.
Carbazole-Substituted Iridium Complex as a Solid State Emitter for Two-Photon Intravital Imaging
Lepeltier M., Appaix F., Liao Y.Y., Dumur F., Marrot J., Le Bahers T., Andraud C., Monnereau C.
Inorganic Chemistry, 2016
4.
New Luminescent Cyclometalated Iridium(III) Diimine Complexes as Biological Labeling Reagents
Lo K.K., Chung C., Lee T.K., Lui L., Tsang K.H., Zhu N.
Inorganic Chemistry, 2003
8.
Nearly 100% internal phosphorescence efficiency in an organic light-emitting device
Adachi C., Baldo M.A., Thompson M.E., Forrest S.R.
Journal of Applied Physics, 2001
10.
Recent progress in metal–organic complexes for optoelectronic applications
Xu H., Chen R., Sun Q., Lai W., Su Q., Huang W., Liu X.
Chemical Society Reviews, 2014
11.
Light-emitting electrochemical cells: recent progress and future prospects
Meier S.B., Tordera D., Pertegás A., Roldán-Carmona C., Ortí E., Bolink H.J.
Materials Today, 2014
12.
Design rules for light-emitting electrochemical cells delivering bright luminance at 27.5 percent external quantum efficiency
Tang S., Sandström A., Lundberg P., Lanz T., Larsen C., van Reenen S., Kemerink M., Edman L.
Nature Communications, 2017
18.
Highly efficient organic light-emitting diodes (OLEDs) based on an iridium complex with rigid cyclometalated ligand
Zhang G., Chou H., Jiang X., Sun P., Cheng C., Ooyama Y., Harima Y.
Organic Electronics, 2010
19.
Novel Design of Iridium Phosphors with Pyridinylphosphinate Ligands for High-Efficiency Blue Organic Light-emitting Diodes
Wu Z., Jing Y., Lu G., Zhou J., Zheng Y., Zhou L., Wang Y., Pan Y.
Scientific Reports, 2016
20.
Phosphorescent cyclometalated complexes for efficient blue organic light-emitting diodes
Suzuri Y., Oshiyama T., Ito H., Hiyama K., Kita H.
Science and Technology of Advanced Materials, 2014
21.
Highly Efficient Red Phosphorescent Osmium(II) Complexes for OLED Applications
Tung Y., Wu P., Liu C., Chi Y., Yu J., Hu Y., Chou P., Peng S., Lee G., Tao Y., Carty A.J., Shu C., Wu F.
Organometallics, 2004
22.
Divalent Osmium Complexes:  Synthesis, Characterization, Strong Red Phosphorescence, and Electrophosphorescence
Carlson B., Phelan G.D., Kaminsky W., Dalton L., Jiang X., Liu S., Jen A.K.
Journal of the American Chemical Society, 2002
26.
Photophysical and Electrochemical Properties of Heteroleptic Tris-Cyclometalated Iridium(III) Complexes
Dedeian K., Shi J., Shepherd N., Forsythe E., Morton D.C.
Inorganic Chemistry, 2005
27.
Cationic Bis-cyclometalated Iridium(III) Diimine Complexes and Their Use in Efficient Blue, Green, and Red Electroluminescent Devices
Tamayo A.B., Garon S., Sajoto T., Djurovich P.I., Tsyba I.M., Bau R., Thompson M.E.
Inorganic Chemistry, 2005
28.
Temperature Dependence of Blue Phosphorescent Cyclometalated Ir(III) Complexes
Sajoto T., Djurovich P.I., Tamayo A.B., Oxgaard J., Goddard W.A., Thompson M.E.
Journal of the American Chemical Society, 2009
29.
Blue and Near-UV Phosphorescence from Iridium Complexes with Cyclometalated Pyrazolyl or N-Heterocyclic Carbene Ligands
Sajoto T., Djurovich P.I., Tamayo A., Yousufuddin M., Bau R., Thompson M.E., Holmes R.J., Forrest S.R.
Inorganic Chemistry, 2005
33.
Fluorinated Unsymmetrical N ,N ′-Diaryl Imidazolium Salts-New Functionalized NHC-Ligand Precursors
Topchiy M.A., Zotova M.A., Masoud S.M., Mailyan A.K., Ananyev I.V., Nefedov S.E., Asachenko A.F., Osipov S.N.
Chemistry - A European Journal, 2017
34.
10.1016/j.mencom.2019.03.002_sbref0070b
Wozniak
Macromol. Chem. Phys., 2018
35.
Addition homo- and copolymerization of 3-triethoxysilyltricyclo[4.2.1.02,5]non-7-ene
Alentiev D.A., Korchagina S.A., Finkel’shtein E.S., Nechaev M.S., Asachenko A.F., Topchiy M.A., Gribanov P.S., Bermeshev M.V.
Russian Chemical Bulletin, 2018
36.
Regio- and stereoselective dimerization of arylacetylenes and optical and electrochemical studies of (E)-1,3-enynes
Morozov O.S., Asachenko A.F., Antonov D.V., Kochurov V.S., Paraschuk D.Y., Nechaev M.S.
Advanced Synthesis and Catalysis, 2014
37.
10.1016/j.mencom.2019.03.002_sbref0075c
Topchiy
Eur. J. Org. Chem., 2019
38.
Janus tricyclononene polymers bearing tri(n-alkoxy)silyl side groups for membrane gas separation
Alentiev D.A., Egorova E.S., Bermeshev M.V., Starannikova L.E., Topchiy M.A., Asachenko A.F., Gribanov P.S., Nechaev M.S., Yampolskii Y.P., Finkelshtein E.S.
Journal of Materials Chemistry A, 2018
39.
Microporous Materials Based on Norbornadiene-Based Cross-Linked Polymers
Alentiev D., Dzhaparidze D., Gavrilova N., Shantarovich V., Kiseleva E., Topchiy M., Asachenko A., Gribanov P., Nechaev M., Legkov S., Bondarenko G., Bermeshev M.
Polymers, 2018
40.
Chesnokov G.A., Gribanov P.S., Topchiy M.A., Minaeva L.I., Asachenko A.F., Nechaev M.S., Bermesheva E.V., Bermeshev M.V.
Mendeleev Communications, 2017
41.
Mild and Regioselective Synthesis of 3-CF3 -Pyrazoles by the AgOTf-Catalysed Reaction of CF3 -Ynones with Hydrazines
Topchiy M.A., Zharkova D.A., Asachenko A.F., Muzalevskiy V.M., Chertkov V.A., Nenajdenko V.G., Nechaev M.S.
European Journal of Organic Chemistry, 2018
42.
Solvent-Free Buchwald-Hartwig (Hetero)arylation of Anilines, Diarylamines, and Dialkylamines Mediated by Expanded-Ring N-Heterocyclic Carbene Palladium Complexes
Topchiy M.A., Dzhevakov P.B., Rubina M.S., Morozov O.S., Asachenko A.F., Nechaev M.S.
European Journal of Organic Chemistry, 2016
43.
Hydrohydrazination of Arylalkynes Catalyzed by an Expanded Ring N-Heterocyclic Carbene (er-NHC) Gold Complex under Solvent-Free Conditions
Morozov O.S., Gribanov P.S., Asachenko A.F., Dorovatovskii P.V., Khrustalev V.N., Rybakov V.B., Nechaev M.S.
Advanced Synthesis and Catalysis, 2016
44.
Expanded-ring N-heterocyclic carbenes efficiently stabilize gold(I) cations, leading to high activity in π-acid-catalyzed cyclizations
Morozov O.S., Lunchev A.V., Bush A.A., Tukov A.A., Asachenko A.F., Khrustalev V.N., Zalesskiy S.S., Ananikov V.P., Nechaev M.S.
Chemistry - A European Journal, 2014
46.
Expanded ring diaminocarbene palladium complexes: synthesis, structure, and Suzuki–Miyaura cross-coupling of heteroaryl chlorides in water
Kolychev E.L., Asachenko A.F., Dzhevakov P.B., Bush A.A., Shuntikov V.V., Khrustalev V.N., Nechaev M.S.
Dalton Transactions, 2013
48.
Crystalline 1H-1,2,3-Triazol-5-ylidenes: New Stable Mesoionic Carbenes (MICs)
Guisado-Barrios G., Bouffard J., Donnadieu B., Bertrand G.
Angewandte Chemie - International Edition, 2010
54.
Dimeric palladium 1,2,3-triazol-5-ylidene complexes – synthesis, structure, reactivity and catalytic properties in Suzuki coupling
Lorkowski J., Żak P., Kubicki M., Pietraszuk C., Jędrzkiewicz D., Ejfler J.
New Journal of Chemistry, 2018
57.
Copper(I) Complexes Bearing Carbenes Beyond Classical N-Heterocyclic Carbenes: Synthesis and Catalytic Activity in “Click Chemistry”
Bidal Y.D., Lesieur M., Melaimi M., Nahra F., Cordes D.B., Athukorala Arachchige K.S., Slawin A.M., Bertrand G., Cazin C.S.
Advanced Synthesis and Catalysis, 2015
60.
Gold Sulfinyl Mesoionic Carbenes: Synthesis, Structure, and Catalytic Activity
Frutos M., Avello M.G., Viso A., Fernández de la Pradilla R., de la Torre M.C., Sierra M.A., Gornitzka H., Hemmert C.
Organic Letters, 2016
64.
Structural, Electrochemical, and Photochemical Properties of Mono‐ and Digold(I) Complexes Containing Mesoionic Carbenes
Hettmanczyk L., Spall S.J., Klenk S., van der Meer M., Hohloch S., Weinstein J.A., Sarkar B.
European Journal of Inorganic Chemistry, 2017
65.
Synthesis, Photo-, and Electrochemistry of Ruthenium Bis(bipyridine) Complexes Comprising a N-heterocyclic Carbene Ligand
Leigh V., Ghattas W., Lalrempuia R., Müller-Bunz H., Pryce M.T., Albrecht M.
Inorganic Chemistry, 2013
67.
Exploiting the 1,2,3-Triazolium Motif in Anion-Templated Formation of a Bromide-Selective Rotaxane Host Assembly
Mullen K., Mercurio J., Serpell C., Beer P.
Angewandte Chemie - International Edition, 2009
68.
‘Click’ Synthesis of Nonsymmetrical 4,4′-Bis(1,2,3-triazolium) Salts
Aizpurua J., Sagartzazu-Aizpurua M., Azcune I., Miranda J., Monasterio Z., García-Lecina E., Fratila R.
Synthesis, 2011
69.
Highly Efficient Blue-Emitting Iridium(III) Carbene Complexes and Phosphorescent OLEDs
Chang C., Cheng Y., Chi Y., Chiu Y., Lin C., Lee G., Chou P., Chen C., Chang C., Wu C.
Angewandte Chemie - International Edition, 2008
70.
Comparison of the Reactivity of M(allyl)3 (M = Rh, Ir) with Donor Ligands
John K.D., Salazar K.V., Scott B.L., Baker R.T., Sattelberger A.P.
Organometallics, 2000
71.
Neutral and Cationic Fluorinated N-Heterocyclic Carbene Complexes of Rhodium and Iridium
Burling S., Mahon M.F., Reade S.P., Whittlesey M.K.
Organometallics, 2006
72.
Structural Variations in Novel Silver(I) Complexes with Bitopic Pyrazole/N-Heterocyclic Carbene Ligands
Chiu P.L., Chen C.Y., Lee C., Hsieh M., Chuang C., Lee H.M.
Inorganic Chemistry, 2006
73.
1Pyridine and phosphine functionalised N-heterocyclic carbene complexes of rhodium and iridium
Stylianides N., Danopoulos A.A., Tsoureas N.
Journal of Organometallic Chemistry, 2005
75.
Bright and Efficient, Non-Doped, Phosphorescent Organic Red-Light-Emitting Diodes
Song Y.-., Yeh S.-., Chen C.-., Chi Y., Liu C.-., Yu J.-., Hu Y.-., Chou P.-., Peng S.-., Lee G.-.
Advanced Functional Materials, 2004
77.
G. M. Sheldrick, SADABS, v. 2.03, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, WI, 2003.
78.
10.1016/j.mencom.2019.03.002_bib0160
Sheldrick
Acta Crystallogr., 2015