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Kryptofix 5 as an inexpensive and efficient ligand for the palladium‐catalyzed Mizoroki‐Heck reaction
Author(s) -
Movassagh Barahman,
Ranjbari Shabnam
Publication year - 2018
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4224
Subject(s) - chemistry , aryl , palladium , catalysis , heck reaction , ligand (biochemistry) , halide , aryl halide , denticity , cryptand , polymer chemistry , organic chemistry , alkyl , biochemistry , receptor , ion , crystal structure
A novel complex of PdCl 2 with a multidentate cryptand ligand, Kryptofix 5, has been prepared and characterized by various techniques including 1 H‐ and 13 C NMR spectroscopy, Fourier transform infrared (FT‐IR), Raman, ultraviolet and visible (UV‐VIS) spectroscopy, inductively coupled plasma (ICP), CHN elemental and energy dispersive X‐ray analysis (EDX). This heat‐ and air‐stable complex was utilized as a highly active catalyst for the Mizoroki‐Heck reaction of aryl halides with various olefins. Interestingly, it was found that aryl bromides as well as aryl iodides were efficiently cross‐coupled with terminal alkenes at 130 °C in 10 min. Furthermore, the least reactive aryl chlorides reacted with styrene to obtain the desired products in acceptable yields.