Construction of an Arduino and Raspberry Pi-based Thermal Controller and Desorber as an Accessory for GC-MS

TCE

The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 24 (2019) pp 66-70

Palladium Catalyzed Ligand-free Suzuki-Miyaura Coupling Reaction in Aqueous Media: A Simple and Efficient Undergraduate Laboratory Experiment

Jayaraman Dineshkumar†, Mishel Joy^‡ and Moumita Koley*^,‡

†Department of Organic Chemistry, Indian Institute of Science, Bangalore- 560012; ^‡Undergraduate Programme (B. S. Research), Indian Institute of Science, Bangalore- 560012, moumitakoley@iisc.ac.in
Received October 2, 2018. Accepted February 22, 2019.

Published: 15 April 2019

Abstract. A discovery-based general and efficient protocol for the palladium-catalyzed ligand-free aerobic Suzuki-Miyaura coupling reaction in aqueous media had been developed for the undergraduate advanced organic chemistry laboratory. The highlight of the experiment is the synthesis of an important AT₂ receptor antagonist intermediate, 2-cyano-4'-methylbiphenyl, along with other biphenyl derivatives. The experiment explored an efficient green SM coupling reaction in aqueous media. The Pd(OAc)₂/(i-Pr)₂NH/H₂O system showed very good catalytic activity and also found to be versatile for the coupling of substituted bromobenzenes and arylboronic acids.

Key Words: Laboratories and Demonstrations; organic chemistry; catalysis; green chemistry hands-on learning; Suzuki cross-coupling reaction

(*) Corresponding author. (E-mail: moumitakoley@iisc.ac.in )

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Supporting Materials:

File contains the details of experimental procedure, NMR, GC-MS, TLC of the final products. (1331 KB)