Dual-Emissive Rectangular Supramolecular Pt(II)--Biphenyl with 4,4'-Bipyridine Derivative Metallacycles: Stepwise Synthesis and Photophysical Properties

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2023 Nov 14

PMID 37959681

Authors

Antonia Garypidou

Konstantinos Ypsilantis

John C Plakatouras

Achilleas Garoufis

Affiliations

Soon will be listed here.

Abstract

Mixed-ligand tetranuclear supramolecular coordination complexes (SCCs) of Pt(II)--biphenyl and bridging ligands derivatives of 4,4'-bypiridine ()-(), were synthesized and characterized. The SCCs were synthesized stepwise, starting from the Pt--biphenyl -Pt core. The crystal structure of complex {[Pt(2,2'-bpy)](-bph)(-(4,4'-bpy)}{PF} (2,2'-bpy = 2,2'-bipyridine, bph = -biphenyl and 4,4'-bpy = 4,4' bipyridine), was determined using single-crystal diffraction methods. The emission profile of the tetranuclear complexes ()-() was influenced by the length of the bridging ligands and was found to depend on solvent polarity. Dual-emission patterns in methanol-water mixtures were observed only in the cases of complexes () and (), attributed to aggregation-induced emission phenomena.

References

Chen B, Li R, Liu M, Zhang H, Huang C . Self-exothermic reaction prompted synthesis of single-layered graphene quantum dots at room temperature. Chem Commun (Camb). 2017; 53(36):4958-4961. DOI: 10.1039/c7cc00546f. View

Hubschle C, Sheldrick G, Dittrich B . ShelXle: a Qt graphical user interface for SHELXL. J Appl Crystallogr. 2012; 44(Pt 6):1281-1284. PMC: 3246833. DOI: 10.1107/S0021889811043202. View

Pollock J, Schneider G, Cook T, Davies A, Stang P . Tunable visible light emission of self-assembled rhomboidal metallacycles. J Am Chem Soc. 2013; 135(37):13676-9. DOI: 10.1021/ja4079607. View

Huang X, Song J, Yung B, Huang X, Xiong Y, Chen X . Ratiometric optical nanoprobes enable accurate molecular detection and imaging. Chem Soc Rev. 2018; 47(8):2873-2920. PMC: 5926823. DOI: 10.1039/C7CS00612H. View

Zheng Y, Zhao Z, Wang M, Ghosh K, Pollock J, Cook T . A facile approach toward multicomponent supramolecular structures: selective self-assembly via charge separation. J Am Chem Soc. 2010; 132(47):16873-82. PMC: 3016897. DOI: 10.1021/ja106251f. View

Behera S, Park S, Gierschner J . Dual Emission: Classes, Mechanisms, and Conditions. Angew Chem Int Ed Engl. 2020; 60(42):22624-22638. DOI: 10.1002/anie.202009789. View

Iwamoto T, Watanabe Y, Sakamoto Y, Suzuki T, Yamago S . Selective and random syntheses of [n]cycloparaphenylenes (n=8-13) and size dependence of their electronic properties. J Am Chem Soc. 2011; 133(21):8354-61. DOI: 10.1021/ja2020668. View

Sheldrick G . Crystal structure refinement with SHELXL. Acta Crystallogr C Struct Chem. 2015; 71(Pt 1):3-8. PMC: 4294323. DOI: 10.1107/S2053229614024218. View

Gupta G, You Y, Hadiputra R, Jung J, Kang D, Lee C . Heterometallic BODIPY-Based Molecular Squares Obtained by Self-Assembly: Synthesis and Biological Activities. ACS Omega. 2019; 4(8):13200-13208. PMC: 6705193. DOI: 10.1021/acsomega.9b01328. View

10.

Zheng X, Chen H, Tong M, Ji L, Mao Z . Platinum squares with high selectivity and affinity for human telomeric G-quadruplexes. Chem Commun (Camb). 2012; 48(61):7607-9. DOI: 10.1039/c2cc32942e. View

11.

Rang A, Nieger M, Engeser M, Lutzen A, Schalley C . Self-assembling squares with amino acid-decorated bipyridines: heterochiral self-sorting of dynamically interconverting diastereomers. Chem Commun (Camb). 2008; (39):4789-91. DOI: 10.1039/b806916f. View

12.

Ning Y, Jin G, Wang M, Gao S, Zhang J . Recent progress in metal-based molecular probes for optical bioimaging and biosensing. Curr Opin Chem Biol. 2021; 66:102097. DOI: 10.1016/j.cbpa.2021.102097. View

13.

Garci A, Castor K, Fakhoury J, Do J, Di Trani J, Chidchob P . Efficient and Rapid Mechanochemical Assembly of Platinum(II) Squares for Guanine Quadruplex Targeting. J Am Chem Soc. 2017; 139(46):16913-16922. DOI: 10.1021/jacs.7b09819. View

14.

Berezin M, Achilefu S . Fluorescence lifetime measurements and biological imaging. Chem Rev. 2010; 110(5):2641-84. PMC: 2924670. DOI: 10.1021/cr900343z. View

15.

Pollock J, Cook T, Schneider G, Lutterman D, Davies A, Stang P . Photophysical properties of endohedral amine-functionalized bis(phosphine) Pt(II) complexes as models for emissive metallacycles. Inorg Chem. 2013; 52(16):9254-65. DOI: 10.1021/ic400491q. View

16.

Spek A . PLATON SQUEEZE: a tool for the calculation of the disordered solvent contribution to the calculated structure factors. Acta Crystallogr C Struct Chem. 2015; 71(Pt 1):9-18. DOI: 10.1107/S2053229614024929. View

17.

Stacey O, Platts J, Coles S, Horton P, Pope S . Phosphorescent, Cyclometalated Cinchophen-Derived Platinum Complexes: Syntheses, Structures, and Electronic Properties. Inorg Chem. 2015; 54(13):6528-36. DOI: 10.1021/acs.inorgchem.5b00817. View

18.

Li J, Wang J, Li H, Song N, Wang D, Tang B . Supramolecular materials based on AIE luminogens (AIEgens): construction and applications. Chem Soc Rev. 2020; 49(4):1144-1172. DOI: 10.1039/c9cs00495e. View

19.

Yang H, Das N, Huang F, Hawkridge A, Diaz D, Arif A . Incorporation of 2,6-di(4,4'-dipyridyl)-9-thiabicyclo[3.3.1]nonane into discrete 2D supramolecules via coordination-driven self-assembly. J Org Chem. 2006; 71(17):6644-7. DOI: 10.1021/jo0608117. View

20.

Subach F, Verkhusha V . Chromophore transformations in red fluorescent proteins. Chem Rev. 2012; 112(7):4308-27. PMC: 3394910. DOI: 10.1021/cr2001965. View