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Synthesis and Characterization of Novel 1,4‐Di( o ‐thioaryl)benzene Buta‐1,3‐diynes
Author(s) -
Kang Master. Yongqiang,
Guo Yujing,
Shi Heping,
Ye Master. Shanshan,
Zhang Bianxiang
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800737
Subject(s) - steric effects , acetonitrile , chemistry , cyclic voltammetry , absorption spectroscopy , benzene , intermolecular force , oxidizing agent , single crystal , solvent , photochemistry , electrochemistry , crystallography , proton nmr , nuclear magnetic resonance spectroscopy , molecule , stereochemistry , organic chemistry , electrode , physics , quantum mechanics
The dimers of terminal alkynes were synthesized through a room temperature reaction which used (diacetoxyiodo)benzene as oxidizing agent and acetonitrile as solvent. The structures were characterized by 1 H NMR, 13 C NMR. The electrochemical and spectrochemical properties of the compounds were also characterized by cyclic voltammetry and UV spectroscopy. Meanwhile, the single crystal X‐ray analysis of the model compound was discussed.Introduction of the thioaryl group in ortho position lead to the red shift of the UV absorption peaks, and the introduction of a large steric hindrance group reduced the influences of the intermolecular π‐π interactions on their electronic properties. Moreover the sulfur atom can form the stable S−Au bond with gold. These data indicated that compounds 3 b ‐ 3 d are expected to be applied in the field of molecular wires.