Chemical Journal of Chinese Universities ›› 2020, Vol. 41 ›› Issue (11): 2496-2502.doi: 10.7503/cjcu20200379

• Physical Chemistry • Previous Articles     Next Articles

Investigation on the Reaction of o-Aminothiophenol and 2-Iodobenzoyl Chloride Monitored by SERS-HPLC Technique

ZHANG Hui, ZHANG Chenjie, XU Minmin(), YUAN Yaxian, YAO Jianlin()   

  1. College of Chemistry,Chemical Engineering and Materials Science,Soochow University,Suzhou 215123,China
  • Received:2020-06-22 Online:2020-11-10 Published:2020-11-06
  • Contact: XU Minmin,YAO Jianlin E-mail:xumm@suda.edu.cn;jlyao@suda.edu.cn
  • Supported by:
    the National Natural Science Foundation of China(21773166)

Abstract:

Surface enhanced Raman spectroscopy(SERS) has been employed in the structural characterization successfully due to its ultra-high sensitivity. However, it is still remained the significant challenge in the precise interpretation of spectral features for detecting multi-species systems. High performance liquid chromatography(HPLC) has been one of the most efficient techniques for the separation and detection of mixture systems, while the performance of structure analysis is highly desired. Herein, combination of SERS and HPLC can make individual advantages of high sensitivity of SERS and high efficiency in separation of HPLC together. It was extended to on-line monitor catalyst effect on the reaction of o-aminothiophenol(OATP) and 2-iodobenzoyl chloride. It was revealed that two different products were dominated in the absence of catalyst: products 1b{S-[2-(2-iodobenzamido)phenyl] 2-iodobenzothioate} and 2b{NN′-[disulfanediylbis(2, 1-phenylene)]bis-(2-iodobenzamide)}, while product 3b{10-(2-iodobenzoyl) dibenzo[b,f][1,4] thiazepin-11(10H)-one} was synthesized with copper acetate as catalyst. The results demonstrated that the reaction was undergone nucleophilic substitution and sulfur radical self-polymerization without catalyst, and the product 1b was undergone structural change to obtain product 3b with catalyst.

Key words: Surface enhanced Raman spectroscopy, High performance liquid chromatography, Hyphenated technology, o-Aminobenzene thiophenol, 2-Iodobenzoyl chloride

CLC Number: