Synthesis, photophysical, cyclic voltammetry properties, and molecular structure study of novel (5,10,15,20-tetratolylphenyl porphyrinato)zinc(II) with pyrazine

作者: Ilona Turowska-Tyrk , Frédérique Loiseau , Raoudha Soury , Khalaf M Alenezi

DOI: 10.1016/J.JKSUS.2021.101364

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摘要: Abstract The precursor (5,10,15,20)-tetratolylporphyrin (H2TTP) (1) and Zn(II) complex (5,10,15,20)-tetratolylporphyrinato)zinc(II) [Zn(TTP)] (2) have been synthesized utilized to afford a novel (3) bearing pyrazine as fifth coordination site on axial position, i.e. (pyrazine)(5,10,15,20-tetratolylporphyrinato)zinc(II) hemi-pyrazine hemidichloromethane solvate [Zn(TTP) (pyz)]0.0.5(pyz.CH2Cl2). Photophysical, electrochemical X-ray diffraction were investigated. single-crystal analysis indicated that in (i) ion is penta coordinated, (ii) slight displacement of Zn atom by −0.28 A towards the ligand (pyrazine) (iii) crystal lattice made up two dimensional layers stabilised C−H…Cg intra- intermolecular interactions (Cg centroid pyrrole ring). Optical absorption studies revealed redshifted Soret (B) Q bands Zn-porphyrins complexes. Contrarily, hypsochromic shift emission spectra complexes noted compared H2TPP. Lifetime electrons (1–3) determined compared. Overall, this study would assist understanding impact incorporation at position optical electronic properties. Cyclic voltammetry (CV) was applied for behavior both 0.2 M Tetra-n-butyl ammonium perchlorate (TBAP) solution CH2Cl2. results confirmed potentials redox peaks more negative ca 60 mV caused ligand.

参考文章(31)
W. Robert Scheidt, Young Ja Lee, Recent advances in the stereochemistry of metallotetrapyrroles ChemInform. ,vol. 19, pp. 1- 70 ,(1987) , 10.1007/BFB0036789
Dol Kim, Eun-Ju Shin, Noncovalently Linked Zinc Porphyrin-Ru(bpy) 3 Dyad Assembled via Axial Coordination Bulletin of The Korean Chemical Society. ,vol. 24, pp. 1490- 1494 ,(2003) , 10.5012/BKCS.2003.24.10.1490
Martin Gouterman, Study of the Effects of Substitution on the Absorption Spectra of Porphin The Journal of Chemical Physics. ,vol. 30, pp. 1139- 1161 ,(1959) , 10.1063/1.1730148
M.M. El-Nahass, A.A.M. Farag, F.S.H. Abu-Samaha, Eman Elesh, Temperature and frequency dependencies of AC and dielectric characterizations of copper tetraphenyl porphyrin thin films Vacuum. ,vol. 99, pp. 153- 159 ,(2014) , 10.1016/J.VACUUM.2013.05.012
Jonas Juse´lius, Dage Sundholm, The aromatic pathways of porphins, chlorins and bacteriochlorins Physical Chemistry Chemical Physics. ,vol. 2, pp. 2145- 2151 ,(2000) , 10.1039/B000260G
Jun Hong Park, James E. Royer, Evgeniy Chagarov, Tobin Kaufman-Osborn, Mary Edmonds, Tyler Kent, Sangyeob Lee, William C. Trogler, Andrew C. Kummel, Atomic imaging of the irreversible sensing mechanism of NO2 adsorption on copper phthalocyanine. Journal of the American Chemical Society. ,vol. 135, pp. 14600- 14609 ,(2013) , 10.1021/JA403752R
A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, M. C. Burla, G. Polidori, M. Camalli, SIR92 – a program for automatic solution of crystal structures by direct methods Journal of Applied Crystallography. ,vol. 27, pp. 435- 435 ,(1994) , 10.1107/S002188989400021X
Dharam Paul, Frédéric Melin, Caroline Hirtz, Jennifer Wytko, Philippe Ochsenbein, Michel Bonin, Kurt Schenk, Patrick Maltese, Jean Weiss, Induced Fit Process in the Selective Distal Binding of Imidazoles in Zinc(II) Porphyrin Receptors Inorganic Chemistry. ,vol. 42, pp. 3779- 3787 ,(2003) , 10.1021/IC0341643
SUNG IK YANG, JYOTI SETH, JON-PAUL STRACHAN, STEVE GENTEMANN, DONGHO KIM, DEWEY HOLTEN, JONATHAN S. LINDSEY, DAVID F. BOCIAN, Ground and Excited State Electronic Properties of Halogenated Tetraarylporphyrins. Tuning the Building Blocks for Porphyrin-based Photonic Devices Journal of Porphyrins and Phthalocyanines. ,vol. 3, pp. 117- 147 ,(1999) , 10.1002/(SICI)1099-1409(199902)3:2<117::AID-JPP110>3.0.CO;2-X
Walter Jentzen, Jian-Guo Ma, John A. Shelnutt, Conservation of the conformation of the porphyrin macrocycle in hemoproteins. Biophysical Journal. ,vol. 74, pp. 753- 763 ,(1998) , 10.1016/S0006-3495(98)74000-7