Citation: XIONG Xin-Xing, LI Di, ZHOU Jun-Li, XU Bao-Ming, HUANG Qin, WANG Long-Sheng. Syntheses, Characterizations and Crystal Structures of (E)-2-Methyl-1,3-diphenylisothiouronium Iodide and 1,3-Dibenzyl-2-methylisothiouronium Iodide[J]. Chinese Journal of Structural Chemistry, ;2015, 34(5): 695-702. doi: 10.14102/j.cnki.0254-5861.2011-0577 shu

Syntheses, Characterizations and Crystal Structures of (E)-2-Methyl-1,3-diphenylisothiouronium Iodide and 1,3-Dibenzyl-2-methylisothiouronium Iodide

1.
Institute of POM-based Materials, School of Chemistry and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China

Corresponding author: WANG Long-Sheng,
Received Date: 17 November 2014
Available Online: 6 March 2015
Fund Project: The authors thank the financial support of the National Natural Science Foundation of China (No.21101062, 21271068, 21203059) (No.21101062, 21271068, 21203059) Educational Commission of Hubei Province (No.Q21021402) (No.Q21021402) Chutian Scholar Fund of Hubei Province (No.4032401) (No.4032401)

Two thiouronium iodide salts, (E)-2-methyl-1,3-diphenylisothiouronium iodide (1) and 1,3-dibenzyl-2-methylisothiouronium iodide (2), were synthesized and characterized by single-crystal X-ray diffraction, ¹H NMR, IR, UV-vis and luminescence spectra. Single-crystal X-ray diffraction reveals that compound 1 crystallizes in monoclinic system, P2₁/n space group with a=11.273(2), b=10.318(2), c=12.962(3) Å, β=99.03(3)°, V=1489.0(5) Å³ and Z=4; compound 2 crystallizes in monoclinic system, C2/c space group with a=11.706(2), b=14.119(3), c=20.930(4) Å, β=103.84(3)°, V=3358.8(12) Å³ and Z=8. The thiouroniums of both compounds are Y-shaped planar structures to form a cross-conjugated system. The averaged bond lengths of C-N and C-S indicate the presence of "Y" aromaticity. The researches on UV-vis and luminescence spectra of compounds 1 and 2 indicate that they can form inclusion complex with β-CD in the aqueous solution.
- organosulfur,
- thiouronium,
- "Y" aromaticity,
- hydrogen bond,
- β-CD
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