Abstract
The five-coordinated gallium(III) complex (APMe)GaI(bipy) (1), bearing two types of redox-active ligands, namely, the 4,6-di-tert-butyl-N-(2,6-dimethylphenyl)-o-iminobenzoquinone dianion (APMe) and 2,2′-bipyridyl along with an iodine atom in the coordination sphere, was synthesized and characterized in detail. The molecular structure of compound 1 established by single-crystal X-ray diffraction analysis. Compound 1 is stable in the crystalline state in the absence of atmospheric oxygen and moisture; however, it undergoes decomposition in solution due to symmetrization. The color of complex 1 was found to differ essentially in crystals and in solution. The observed effect is due to possible intermolecular charge transfer in the crystalline state.
Similar content being viewed by others
References
T. P. Gerasimova, A. V. Shamsieva, I. D. Strel’nik, S. A. Katsyuba, E. I. Musina, A. A. Karasik, O. G. Sinyashin, Russ. Chem. Bull., 2020, 69, 449; DOI: https://doi.org/10.1007/s11172-020-2783-x.
J. Wu, Z. Shi, L. Zhu, J. Li, X. Han, M. Xu, S. Hao, Y. Fan, T. Shao, H. Bai, B. Peng, W. Hu, Adv. Opt. Mater., 2022, 10, 2102514; DOI: https://doi.org/10.1002/adom.202102514.
A. A. Kalinin, S. M. Sharipova, L. N. Islamova, G. M. Fazleeva, D. N. Busyurova, A. V. Sharipova, O. D. Fominykh, M. Yu. Balakina, Russ. Chem. Bull., 2022, 71, 1009; DOI: https://doi.org/10.1007/s11172-022-3502-6.
E. Marechal, Prog. Org. Coat., 1982, 10, 251; DOI: https://doi.org/10.1016/0300-9440(82)80022-2.
D. Peng, G. Tang, J. Hu, Q. Xie, J. Zhou, W. Zhang, C. Zhong, Polym. Bull., 2015, 72, 653; DOI: https://doi.org/10.1007/s00289-014-1284-1.
C.-L. Ho, H. Li, W.-Y. Wong, J. Organomet. Chem., 2014, 751, 261; DOI: https://doi.org/10.1016/j.jorganchem.2013.09.035.
Y. Saygili, M. Stojanovic, N. Flores-Díaz, S. M. Zakeeruddin, N. Vlachopoulos, M. Grätzel, A. Hagfeldt, Inorganics, 2019, 7, 30; DOI: https://doi.org/10.3390/inorganics7030030.
M. D. Ward, J. Solid State Electrochem., 2005, 9, 778; DOI: https://doi.org/10.1007/s10008-005-0668-4.
H. Atallah, C. M. Taliaferro, K. A. Wells, F. N. Castellano, Dalton Trans., 2020, 49, 11565; DOI: https://doi.org/10.1039/D0DT01765E.
J. García-Cañadas, A. P. Meacham, L. M. Peter, M. D. Ward, Angew. Chem., 2003, 115, 3119; DOI: https://doi.org/10.1002/ange.200351338.
N. Sekar, V. Y. Gehlot, Resonance, 2010, 15, 819; DOI: https://doi.org/10.1007/s12045-010-0091-8.
L. Giribabu, R. K. Kanaparthi, V. Velkannan, Chem. Rec., 2012, 12, 306; DOI: https://doi.org/10.1002/tcr.201100044.
H. Michaels, I. Benesperi, T. Edvinsson, A. B. Muñoz-Garcia, M. Pavone, G. Boschloo, M. Freitag, Inorganics, 2018, 6, 53; DOI: https://doi.org/10.3390/inorganics6020053.
B. O’Regan, M. Grätzel, Nature, 1991, 353, 737; DOI: https://doi.org/10.1038/353737a0.
M. Grätzel, Inorg. Chem., 2005, 44, 6841; DOI: https://doi.org/10.1021/ic0508371.
Q. Miao, J. Gao, Z. Wang, H. Yu, Y. Luo, T. Ma, Inorg. Chim. Acta, 2011, 376, 619; DOI: https://doi.org/10.1016/j.ica.2011.07.046.
A. G. Imer, R. H. B. Syan, M. Gülcan, Y. S. Ocak, A. Tombak, J. Mater. Sci.: Mater. Electron., 2018, 29, 898; DOI: https://doi.org/10.1007/s10854-017-7986-z.
P. Ghosh, A. Begum, D. Herebian, E. Bothe, K. Hildenbrand, T. Weyhermüller, K. Wieghardt, Angew. Chem., Int. Ed., 2003, 42, 563; DOI: https://doi.org/10.1002/anie.200390162.
L. A. Cameron, J. W. Ziller, A. F. Heyduk, Chem. Sci., 2016, 7, 1807; DOI: https://doi.org/10.1039/C5SC02703A.
J. Best, I. V. Sazanovich, H. Adams, R. D. Bennett, E. S. Davies, A. J. Meyer, M. Towrie, S. A. Tikhomirov, O. V. Bouganov, M. D. Ward, J. A. Weinstein, Inorg. Chem., 2010, 49, 10041; DOI: https://doi.org/10.1021/ic101344t.
P. A. Scattergood, P. Jesus, H. Adams, M. Delor, I. V. Sazanovich, H. D. Burrows, C. Serpa, J. A. Weinstein, Dalton Trans., 2015, 44, 11705; DOI: https://doi.org/10.1039/C4DT03466J.
A. V. Maleeva, I. V. Ershova, O. Y. Trofimova, K. V. Arsenyeva, I. A. Yakushev, A. V. Piskunov, Mendeleev Commun., 2022, 32, 83; DOI: https://doi.org/10.1016/j.mencom.2022.01.027.
V. G. Sokolov, D. A. Lukina, A. A. Skatova, M. V. Moskalev, E. V. Baranov, I. L. Fedushkin, Russ. Chem. Bull., 2021, 70, 2119]; DOI: https://doi.org/10.1007/s11172-021-3323-z.
I. L. Fedushkin, D. S. Yambulatov, A. A. Skatova, E. V. Baranov, S. Demeshko, A. S. Bogomyakov, V. I. Ovcharenko, E. M. Zueva, Inorg. Chem., 2017, 56, 9825; DOI: https://doi.org/10.1021/acs.inorgchem.7b01344.
I. V. Ershova, A. V. Piskunov, Russ. J. Coord. Chem., 2020, 46, 154; DOI: https://doi.org/10.1134/S1070328420030021.
A. W. Addison, T. N. Rao, J. Reedijk, J. v. Rijn, G. C. Verschoor, J. Chem. Soc., Dalton Trans., 1984, 1349; DOI: https://doi.org/10.1039/DT9840001349.
M. G. Chegerev, A. V. Piskunov, Russ. J. Coord. Chem., 2018, 44, 258; DOI: https://doi.org/10.1134/S1070328418040036.
S. S. Batsanov, Russ. J. Inorg. Chem., 1991, 36, 1694.
M. A. Kinzhalov, A. S. Novikov, O. V. Khoroshilova, N. A. Bokach, J. Struct. Chem., 2018, 59, 1302; DOI: https://doi.org/10.1134/S0022476618060082.
A. S. Novikov, D. M. Ivanov, Z. M. Bikbaeva, N. A. Bokach, V. Y. Kukushkin, Cryst. Growth Des., 2018, 18, 7641; DOI: https://doi.org/10.1021/acs.cgd.8b01457.
O. Semyonov, K. A. Lyssenko, D. A. Safin, Inorg. Chim. Acta, 2019, 488, 238; DOI: https://doi.org/10.1016/j.ica.2018.12.054.
K. V. Arsenyeva, I. V. Ershova, M. G. Chegerev, A. V. Cherkasov, R. R. Aysin, A. V. Lalov, G. K. Fukin, A. V. Piskunov, J. Organomet. Chem., 2020, 927, 121524; DOI: https://doi.org/10.1016/j.jorganchem.2020.121524.
K. I. Pashanova, N. M. Lazarev, A. A. Kukinov, A. A. Zolotukhin, T. A. Kovylina, O. Y. Trofimova, B. I. Petrov, A. V. Piskunov, Chemistry Select, 2022, 7, e202104477; DOI: https://doi.org/10.1002/slct.202104477.
K. Ohno, Y. Kusano, S. Kaizaki, A. Nagasawa, T. Fujihara, Inorg. Chem., 2018, 57, 14159; DOI: https://doi.org/10.1021/acs.inorgchem.8b02074.
I. P. Oliveri, G. Malandrino, S. Mirabella, S. D. Bella, Dalton Trans., 2018, 47, 15977; DOI: https://doi.org/10.1039/c8dt03904f.
B. A. Rosales, L. E. Mundt, T. G. Allen, D. T. Moore, K. J. Prince, C. A. Wolden, G. Rumbles, L. T. Schelhas, L. M. Wheeler, Nat. Commun., 2020, 11, 5234; DOI: https://doi.org/10.1038/s41467-020-19009-z.
Q. Zheng, S. Borsley, T. Tu, S. L. Cockroft, Chem. Commun., 2020, 56, 14705; DOI: https://doi.org/10.1039/d0cc06775j.
M. Kato, M. Yoshida, Y. Sun, A. Kobayashi, J. Photochem. Photobiol. C: Photochem. Rev., 2022, 51, 100477; DOI: https://doi.org/10.1016/j.jphotochemrev.2021.100477.
P. Yu, D. Peng, L.-H. He, J.-L. Chen, J.-Y. Wang, S.-J. Liu, H.-R. Wen, Inorg. Chem., 2022, 61, 254; DOI: https://doi.org/10.1021/acs.inorgchem.1c02807.
A. Bondi, J. Phys. Chem., 1966, 70, 3006; DOI: https://doi.org/10.1021/j100881a503.
J. J. McKinnon, D. Jayatilaka, M. A. Spackman, Chem. Commun., 2007, 3814; DOI: https://doi.org/10.1039/B704980C.
D. D. Perrin, W. L. F. Armarego, D. R. Perrin, Purification of Laboratory Chemicals, Pergamon Press, Oxford, 1980.
G. A. Abakumov, N. O. Druzhkov, Y. A. Kurskii, A. S. Shavyrin, Russ. Chem. Bull., 2003, 52, 712; DOI: https://doi.org/10.1023/A:1023979311368.
A. V. Piskunov, I. N. Mescheryakova, A. S. Bogomyakov, G. V. Romanenko, V. K. Cherkasov, G. A. Abakumov, Inorg. Chem. Commun., 2009, 12, 1067; DOI: https://doi.org/10.1016/j.inoche.2009.08.023.
Rigaku Oxford Diffraction. CrysAlisPro Software System, ver. 1.171.40.84a, Rigaku Corporation, Wroclaw (Poland), 2018.
G. M. Sheldrick, Acta Crystallogr., Sect. C: Struct. Chem., 2015, C71, 3; DOI: https://doi.org/10.1107/S2053229614024218.
M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery, J. E. P. Jr., F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J. M. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, O. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, D. J. Fox, Gaussian 09 (Revision D.01), Gaussian, Inc., Wallingford CT, 2013.
A. D. Becke, J. Chem. Phys., 1993, 98, 1372; DOI: https://doi.org/10.1063/1.464304.
A. V. Maleeva, O. Yu. Trofimova, I. V. Ershova, K. V. Arsen’eva, K. I. Pashanova, I. A. Yakushev, A. V. Cherkasov, R. R. Aysin, A. V. Piskunov, Russ. Chem. Bull., 2022, 71, 1441.
M. J. Turner, J. J. McKinnon, S. K. Wolff, D. J. Grimwood, P. R. Spackman, D. Jayatilaka, M. A. Spackman, CrystalExplorer17 (2017). The University of Western Australia, 2017.
Author information
Authors and Affiliations
Corresponding authors
Additional information
The work was financially supported by the Council for Grants of the President of Russian Federation (I. V. Ershova, Scholarship of the President of the Russian Federation for young scientists and graduate students carrying out promising research and development in priority areas of modernization of the Russian economy No. SP-1538.2021.1).
No human or animal subjects were used in this research.
The authors declare no competing interests.
Alexander Vladimirovich Piskunov, born in 1975, Doctor of Chemical Sciences, Professor of the Russian Academy of Sciences, Deputy Director for Research at the G. A. Razuvaev Institute of Organometallic Chemistry of the Russian Academy of Sciences (Nizhny Novgorod), Professor of the Department of Organic Chemistry of the N. I. Lobachevsky Nizhny Novgorod State University, Candidate for Corresponding Member of the Russian Academy of Sciences in the elections of 2022, expert in the field of organoelement and coordination chemistry, author and co-author of more than 400 scientific publications, including 200 articles. He made a significant contribution to the development of the theory of catalytic transformations of organic molecules. Namely, he implemented a strategy for using the activating effect of the complexation between Lewis acids and redox-active ligands, discovered the phenomenon of redox isomeric transformation of organotin compounds, promising for the use of derivatives of main-group metals to obtain bistable molecules employed for the creation of molecular sensors and switches, addressed the issues of designing magneto-active molecules and controlling the magnetic exchange between paramagnetic centers in the directed design of multispin metal complexes with radical ligands as elements of magnetic and spin devices, developed an approach to activate organoelement and coordination compounds of main-group metals in redox reactions by transferring the center of redox transformations from a complexing agent to an organic ligand. Professor Piskunov is the Head of a number of Russian projects, a member of the Expert Council of the Russian Science Foundation, an expert of the Federal Register of Experts in the Scientific and Technical Sphere, an expert of the Russian Foundation for Basic Research, a member of the Expert Council of the Higher Attestation Commission. He is a member of the editorial boards of “INEOS OPEN” and “Journal of Structural Chemistry”. He was awarded with a medal of the Ministry of Science and Higher Education and Science of the Russian Federation “For contribution to the implementation of state policy in the field of scientific and technological development.”
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 1, pp. 193–201, January, 2023.
Rights and permissions
About this article
Cite this article
Ershova, I.V., Maleeva, A.V., Aysin, R.R. et al. Effect of crystal packing on charge transfer in the heteroleptic gallium(III) complex. Russ Chem Bull 72, 193–201 (2023). https://doi.org/10.1007/s11172-023-3724-2
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-023-3724-2