Pd and Ni complexes of a novel vinylidene [beta]-diketimine ligand: Their application as catalysts in Heck coupling and alkyne trimerization

A [beta]-diketimine ligand with vinylidene substitution at [gamma]-carbon, CH2C(CH3CNAr)2 (Ar = 2,6-diisopropylphenyl) (L2), was synthesized by treating [beta]-diketimine H2C(CH3CNAr)2 with n-BuLi followed by paraformaldehyde. L2 formed the homobimetallic ether-bridged [beta]-diketiminate complex [O...

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Bibliographic Details
Published inApplied organometallic chemistry Vol. 31; no. 9
Main Authors Beesam, Raghavendra, Nareddula, Dastagiri Reddy
Format Journal Article
LanguageEnglish
Published Chichester Wiley Subscription Services, Inc 01.09.2017
Subjects
Alkynes
Catalysis
Catalysts
Catalytic activity
Chemistry
Coupling
Diffraction
Ligands
NMR spectroscopy
Single crystals
Spectroscopic analysis
Vinylidene
X-ray diffraction
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Summary:A [beta]-diketimine ligand with vinylidene substitution at [gamma]-carbon, CH2C(CH3CNAr)2 (Ar = 2,6-diisopropylphenyl) (L2), was synthesized by treating [beta]-diketimine H2C(CH3CNAr)2 with n-BuLi followed by paraformaldehyde. L2 formed the homobimetallic ether-bridged [beta]-diketiminate complex [O{(CH2-[beta]-diketiminate)Pd(OAc)}2] (1) with (PdOAc)2. It also gave complexes [L2PdCl2] (2) and [L2NiBr2] (3) when treated with PdCl2(CH3CN)2 and NiBr2(dimethoxyethane), respectively. All the compounds were characterized using 1H/13C NMR spectroscopy and single-crystal X-ray diffraction studies. The catalytic activity of Pd and Ni complexes 1, 2 and 3 was explored in Heck coupling and alkyne trimerization reactions and it was found that they are very good catalysts. The results are reported in detail.
ISSN:0268-2605
1099-0739
DOI:10.1002/aoc.3696