Abstract
A new multi-site phase transfer catalyst (MPTC) was synthesized from 1,4-dibromo-2,3,5,6-tetramethylbenzene that contain 12 active sites per molecule. The MPTC was thoroughly characterized by different spectral techniques, viz., FT-IR, NMR, MALDI-TOF Mass spectroscopic techniques and elemental analysis. The catalytic efficiency was demonstrated by dichlorocarbene addition to (R)-carvone. The MPTC's catalytic efficiency was compared with the commercially available, single site, phase transfer catalysts (PTCs) by monitoring the disappearance of (R)-carvone using gas chromatography. Among these PTCs the newly synthesized MPTC shows higher activity than the four-site, six-site, and commercially available single site PTCs. Further, new MPTC catalyst was selected for thorough kinetic study for the dichlorocarbene addition to (R)-carvone. Furthermore, the experimental parameters such as concentrations of substrate, catalyst, NaOH, stirring speed, and temperature has been found to play a significant role in the reaction rate. Based on the obtained results suitable mechanism was proposed.
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