Hadariah Bahron, Shahrul Nizam Ahmad, Amalina Mohd Tajuddin and Syed Illah Al-Yahya Syed Abdul Kadir
Pertanika Journal of Tropical Agricultural Science, Volume 25, Issue S, April 2017
Keywords: Catalysis, palladium(II) complexes, Schiff bases, Sonogashira, substituent
Published on: 21 Dec 2017
Chemical industries are greatly assisted by catalysts; and commonly used catalysts for C-C formation reactions are mainly phosphine-based complexes which are air and moisture sensitive. New air stable Schiff base Pd(II) complexes have been synthesised, characterised and screened for their catalytic potential. This paper reports three ONNO Schiff bases, namely, L2C [2,2'-((1E,1'E)-((2,2-dimethylpropane-1,3-diyl) bis (azanylylidene)) bis (methanylylidene)-) bis (4-chlorophenol)], L2M [2,2'-((1E,1'E)-((2,2-dimethylpropane-1,3-diyl)bis(azanylyli-dene)) bis (methanylylidene)) bis (4-methylphenol)] and L2H [2,2'-((1E,1'E) - ((2,2-dimethyl-propane-1,3-diyl) bis (azanylylidene)) bis (methanylylidene)) diphenol]. These were synthesised from 2,2-dimethyl-1,3-propanediamine and salicylaldehyde derivatives with Cl, CH3 and H at the meta position, respectively. The compounds were reacted with palladium(II) acetate yielding three palladium(II) complexes denoted as PdL2C, PdL2M and PdL2H. The structures of all compounds were elucidated through elemental analysis, 1H and 13C NMR, FTIR and melting point. The complexes were screened for catalytic activities in Sonogashira coupling reaction between iodobenzene and phenylacetylene in DMSO. PdL2H was found to be the most active catalyst with 87% iodobenzene conversion after 12 hours of reaction.
ISSN 1511-3701
e-ISSN 2231-8542