Structures and photophysical properties of four copper(I) complexes based on cyclic thiourea

doi:10.7523/j.issn.2095-6134.2019.05.007

›› 2019, Vol. 36 ›› Issue (5): 620-625.DOI: 10.7523/j.issn.2095-6134.2019.05.007

• Research Articles • Previous Articles Next Articles

Structures and photophysical properties of four copper(I) complexes based on cyclic thiourea

CHAI Ke, GAO Yueze, ZHANG Jing

College of Materials Science and Opto-Electronics Technology, University of Chinese Academy of Sciences, Beijing 100049, China

Received:2018-04-10 Revised:2018-05-08 Online:2019-09-15

Abstract

Abstract: Cyclic thiourea copper(I) complexes, 1-Cu(TU)I, 2-Cu(TU)₂I, 3-[Cu(TU)₂](BF₄), and 4-[Cu(TU)₂](PF₆), were successfully prepared by solvothermal method. By adjusting the molar ratio of the ligand to the cuprous salt and the anion in the cuprous salt, we got four coordination complexes and characterized their structures by X-ray single crystallography. The photophysical properties of these four complexes were measured. Complex 1 exhibited modest SHG response of 1.1 times response of potassium dihydrogen phosphate(KDP). Under excitation at either 392 or 335 nm, complexes 3 and 4 showed the phosphorescence at 517 and 520 nm, respectively, and high quantum yields in solid state at room temperature.

Key words: cyclic thiourea, copper(I) complexes, solid state phosphorescence, second-order nonlinear optical properties

CLC Number:

O626

CHAI Ke, GAO Yueze, ZHANG Jing. Structures and photophysical properties of four copper(I) complexes based on cyclic thiourea[J]. , 2019, 36(5): 620-625.

References

[1] Arduengo A J, Harlow R L, Kline M A. A stable crystalline carbene[J]. J Am Chem Soc, 1991, 113(1):361-363.
[2] Wang M H, Scheidt K A. Cooperative catalysis and activation with N-heterocyclic carbenes[J]. Angew Chem Int Ed, 2016, 55(48):14 912-14 922.
[3] Wang F J, Liu L J, Shi M, et al. Chiral NHC-metal-based asymmetric catalysis[J]. Coord Chem Rev, 2012, 256(9/10):804-853.
[4] Hopkinson M N, Richter C, Schedler M, et al. An overview of N-heterocyclic carbenes[J]. Nature, 2014, 510(7506):485-496.
[5] Denk M K, Gupta S, Brownie J, et al. C-H activation with elemental sulfur:synthesis of cyclic thioureas from formaldehyde aminals and S-8[J]. Chem-Eur J, 2001, 7(20):4 477-4 486.
[6] Lobana T S, Sultana R, Butcher R J, et al. Chemistry of heterocyclic 2-thiones:in situ generation of 3-(2-thiazolin-2-yl)thiazolidine-2-thione and 1,1'-dimethyl-2,2'-diimidazolyl sulfide and their coordination to Cu-I and Cu-Ⅱ[J]. Eur J Inorg Chem, 2013, 29:5 161-5 170.
[7] Slivarichova M, Nunn J, Owen G R, et al. Two synthetic routes to Bis (1 methyl-imidazole-2-thione) methane and Bis (1-benzyl-imidazole-2-thione) methane complexes including sulfur atom insertion into copper-NHC bonds[J]. J Org Chem, 2017, 847:224-233.
[8] Yan K, Lok C N, Che C M, et al. Gold (I) Complex of N, N'-disubstituted cyclic thiourea with in vitro and in vivo anticancer properties-potent tight-binding inhibition of thioredoxin reductase[J]. Chem Commun, 2010, 46(41):7 691-7 693.
[9] Lin I W S, Lok C N, Che C M, et al. A silver complex of N, N'-disubstituted cyclic thiourea as an anti-inflammatory inhibitor of I kappa B kinase[J]. Chem Commun, 2013, 49(32):3 297-3 299.
[10] Yang D, Chen Y C, Zhu N Y. Sterically bulky thioureas as air- and moisture-stable ligands for Pd-catalyzed heck reactions of aryl halides[J]. Org Lett, 2004, 6(10):1 577-1 580.
[11] Circu V, Ilie M, Neagoe I, et al. Luminescent cyclometallated platinum (Ⅱ) complexes with N-benzoyl thiourea derivatives as ancillary ligands[J]. Polyhedron, 2009, 28(17):3 739-3 746.
[12] Giacco T D, Carlotti B, Elisei F, et al. Photophysics of aromatic thiourea derivatives and their complexes with anions. Fast and ultrafast spectroscopic investigations[J]. Phys Chem Chem Phys, 2010, 12(28):8 062-8 070.
[13] 刘小琛,卞祖强,黄春辉,等. 亚铜配合物的光致发光与电致发光研究[J]. 中国科学:化学,2013,43(4):427-436.
[14] Kurtz S K, Perry T T. A powder technique for the evaluation of nonlinear optical materials[J]. J Appl Phys, 1968, 39(8):3 798-3 813.

Structures and photophysical properties of four copper(I) complexes based on cyclic thiourea

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 1

Recommended Articles

Metrics

Comments