Synthesis, Structure, and Catalytic Reactivity of Pd(II) Complexes of Proline and Proline Homologs
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Date
2019-06-10
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Journal ISSN
Volume Title
Publisher
MDPI
Abstract
Palladium(II) acetate reacts with proline and proline homologs in acetone/water to yield square planar bis-chelated palladium amino acid complexes. These compounds are all catalytically active with respect to oxidative coupling of olefins and phenylboronic acids. Some enantioselectivity is observed and formation of products not reported in other Pd(II) oxidative couplings is seen. The crystal structures of nine catalyst complexes were obtained. Extended lattice structures arise from N-H••O or O••(HOH)••O hydrogen bonding. NMR, HRMS, and single-crystal XRD data obtained on all are evaluated.
Description
Keywords
palladium, chelate, amino acid, proline, N-methylproline, azetidine, pipecolinic acid, 4-fluoroproline, 4-hydroxyproline, 2-α-benzylproline, hydrogen bonding, oxidative coupling, X-ray crystallography
Citation
Hobart, D.B., Jr.; Merola, J.S.; Rogers, H.M.; Saghal, S.; Mitchell, J.; Florio, J.; Merola, J.W. Synthesis, Structure, and Catalytic Reactivity of Pd(II) Complexes of Proline and Proline Homologs. Catalysts 2019, 9, 515.