In Situ FTIR Spectroscopic Monitoring of the Formation of the Arene Diazonium Salts and its Applications to the Heck-Matsuda Reaction.
- Reddy KS Technology Development Center, Custom Pharmaceutical Services, Dr. Reddy's Laboratories Ltd, Hyderabad 500049, India.
- Siva B Laboratory for Bioanalytical Chemistry, Institute of Chemistry, University of Neuchatel, Avenue de Bellevaux 51, CH-2000 Neuchatel, Switzerland.
- Reddy SD Department of Pharmacy, University College of Technology, Osmania University, Hyderabad-500007, TS, India.
- Naresh NR Department of Chemistry, University College of Science, Osmania University, Hyderabad-500007, TS, India.
- Pratap TV Technology Development Center, Custom Pharmaceutical Services, Dr. Reddy's Laboratories Ltd, Hyderabad 500049, India.
- Rao BV AU College of Engineering (A), Andhra University, Visakhapatnam 530003, India.
- Hong YA Department of Laboratory Medicine and Biotechnology, College of Medicine, Tzu-Chi University, Hualien 97004, Taiwan.
- Kumar BV Department of Chemistry, Nizam College, Osmania University, Hyderabad 500001, TS, India.
- Raju AK Department of Chemistry, Nizam College, Osmania University, Hyderabad 500001, TS, India.
- Reddy PM Department of Chemistry, University College of Science, Osmania University, Hyderabad-500007, TS, India.
- Hu A Department of Laboratory Medicine and Biotechnology, College of Medicine, Tzu-Chi University, Hualien 97004, Taiwan.
- 2020-05-14
Published in:
- Molecules (Basel, Switzerland). - 2020
English
This study depicts the use of a fiber-optic coupled Fourier transform infrared spectroscopy-attenuated total reflection (FTIR-ATR) probe for the in-depth study of arene diazonium salt formation and their utilization in the Heck-Matsuda reaction. The combination of these chemical reactions and in situ IR spectroscopy enabled us to recognize the optimum parameters for arene diazonium salt formation and to track the concentrations of reactants, products and intermediates under actual reaction conditions without time consuming HPLC analysis and the necessity of collecting the sample amid the reaction. Overall advantages of the proposed methodology include precise reaction times as well as identification of keto enol tautomerization in allylic alcohols supporting the 'path a' elimination mechanism in the Heck-Matsuda reaction.
- Language
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- English
- Open access status
- gold
- Identifiers
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- DOI 10.3390/molecules25092199
- PMID 32397126
- Persistent URL
- https://folia.unifr.ch/global/documents/773
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