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Synthesis, Characterization and DFT Study of Bioactive 2‐[(2‐Methylpropanoyl)amino]propanoic Acid and Its Polymeric Tributyltin(IV) Derivative
Author(s) -
Raheel Ahmad,
Taj Muhammad Babar,
Ayub Rabia,
Tahir Muhammad Nawaz,
Raftery James,
AlShakban M.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201900869
Subject(s) - chemistry , trigonal bipyramidal molecular geometry , ligand (biochemistry) , tributyltin , tetramer , propanoic acid , tin , stereochemistry , medicinal chemistry , natural bond orbital , molecule , organic chemistry , biochemistry , receptor , enzyme
Tributyltin(IV) derivative (1) was synthesized by reacting the ligand (A 1 ) {2‐[(2‐methylpropanoyl)amino]propanoic acid} with tributyltin(IV)chloride in presence of potassium hydroxide. The compounds were characterized by elemental analysis, FTIR and multinuclear ( 1 H, 13 C and 119 Sn) NMR spectroscopy. The 119 Sn NMR data for (1) suggest that tin is five coordinated having trigonal bipyramidal molecular geometry. Molecular structures for (1) and (A 1 ) were determined by single crystal X‐ray analysis. Some new and novel structural features of the compounds, are reported first time. Tributyltin(IV) complex has distorted trigonal bipyramidal molecular geometry around tin in the solid state exhibiting single chain tetramer which may be ascribed as tetra‐nuclear cage structure that is constructed from four tributyltin units and four ligand moieties. The tributyltin(IV) entities are bridged by one oxygen of the carboxylic group of one ligand and another oxygen of the amidic carbonyl of next ligand. The nature of Sn…O bond was analyzed with the help of natural bond orbital (NBO) analysis. The compounds were also screened in vitro for their anti‐microbial and urease inhibition activities, and found some encouraging results.