The preparation of palladium complexes of n-pyrazolylpropanamide derivatives

Author

Tyler Palombo 5275714, James Madison UniversityFollow

Creative Commons License

This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License.

Date of Graduation

Spring 2018

Document Type

Thesis

Degree Name

Bachelor of Science (BS)

Department

Department of Chemistry and Biochemistry

Advisor(s)

John W. Gilje

Donna S. Amenta

Debbie L. Mohler

Brycelyn M. Boardman

Abstract

The reaction of 3,5-dimethylpyrazolyl-N-isopropylpropanamide (L1) with dichloro(1,5-cyclooctadiene)palladium(II) displaces cyclooctadiene forming Cl₂Pd(L1)₂. This complex has been characterized by NMR and IR spectroscopy, single crystal X-Ray diffraction, and elemental analysis. It is composed of a square planar Pd with trans L1 ligands attached through a pyrazolyl nitrogen and intramolecular hydrogen bonding between the amide and chloride. Similar reactions were carried out with 3,5-dimethylpyrazolylpropanamide (L2), pyrazolyl-N-isopropylpropanamide (L3), 3-(1H-benzotriazol-1-yl)-N,N-dimethylpropanamide (L4), 3-methylpyrazolylpropanamide (L5), 3-(1H-benzotriazol-1-yl)-2-methylpropanamide (L6), and N-pyrazolypropanamide (L7) presumably forming analogous complexes. This formulation for Cl₂Pd(L2)₂, Cl₂Pd(L3)₂, and Cl₂Pd(L4)₂ is supported by NMR and IR spectroscopy and elemental analysis. The products of the reactions of L5, L6, and L7 are yellow precipitates that are insoluble in most organic solvents. The reaction product of L5 and L6 has been characterized by IR spectroscopy. The reaction product of L7 has been characterized by IR spectroscopy and elemental analysis. Single crystals have not yet been obtained for the products from L2, L3, L4, L5, L6, and L7.

Recommended Citation

Palombo, Tyler 5275714, "The preparation of palladium complexes of n-pyrazolylpropanamide derivatives" (2018). Senior Honors Projects, 2010-2019. 624.
https://commons.lib.jmu.edu/honors201019/624