I= SYNTHESIS STRUCTURAL ANNOTATION & BIOLOGICAL APPLICATIONS OF ORGANOTIN (IV) DERIVATIVES OF OXYGEN AND SULFUR DONOR LIGANDS
Pakistan Research Repository Home
 

Title of Thesis
SYNTHESIS STRUCTURAL ANNOTATION & BIOLOGICAL APPLICATIONS OF ORGANOTIN (IV) DERIVATIVES OF OXYGEN AND SULFUR DONOR LIGANDS

Author(s)
Saira Shahzadi
Institute/University/Department Details
Department of Chemistry/ Quaid-i-Azam University Islamabad
Session
2006
Subject
Inorganic Chemistry
Number of Pages
306
Keywords (Extracted from title, table of contents and abstract of thesis)
organotin (iv), oxygen donor ligands, sulfur donor ligands, monoorganotin, diorganotin dithiolates, triorganotin dithiolates

Abstract
The research work has been divided into two parts. Part A includes the synthesis, characterization and X-ray analysis of organotin(IV) carboxylates and Part B contains the synthesis, spectroscopic characterization and X-ray single crystal analyses of organotin(IV) thiocarboxylates.

In Part A, various di- and triorganotin(IV) compounds have been synthesized by reactions of R2SnCl2, R2SnO and R3SnCl with a stoichiometric amount of synthesized carboxylic acid. The structural assignments were made on the basis of spectral techniques such as FT-IR, 1H, 13C, 119Sn NMR and mass spectrometry, which ascertain the tetrahedral environment around the tin atom in solution while penta or hexa coordination is found in the solid state.

In Part B, various di-, tri- and chlorodiorganotin(IV) thiocarboxylates have been synthesized by the reaction of di- and triorganotin(IV) chlorides with thiocarboxylic acid in stoichiometric amount in dry toluene under reflux conditions. The bonding behaviour of donor groups and structural assignments of the synthesized compounds were studied by using different analytical techniques such as FT-IR, 1H, 13C, NMR, mass spectrometry and X-ray single crystal analysis. It is concluded that diorganotin(IV) thiocarboxylates show a distorted octahedral structure except in compound (73), which shows a distorted tetrahedral structure. Triorganotin(IV) and chlorodiorganotin(IV) thiocarboxylates show the distorted trigonal bipyramidal structure.

Biological activity tests of the synthesized carboxylates and thiocarboxylates were made against various medically important bacteria, fungi, insects and leishmania. Most of the compounds were found to show activity with a few exceptions. These compounds were also evaluated for their cytotoxicity using the brine-shrimp lethality bioassay method. Only few of the compounds were found to be nontoxic.

Download Full Thesis
4790.44 KB
S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
440.04 KB
2 1 Introduction
856.82 KB
  1.1 Tin-The Element 1
  1.1 Tin( II) Chemistry 10
  1.3 Tin( IV) Chemistry 10
  1.4 Principle Coordination Geometries At The Tin Centre In Organotin Compounds 14
  1.5 Organotin Review 15
  1.6 Organotin Carboxylates 16
  1.7 Preparation Of Dithiocarbamates 23
  1.8 Structural Chemistry Of Tin-1, 1-Dithiolate Complexes 28
  1.9 Monoorganotin 30
  1.10 Diorganotin Dithiolates 31
  1.11 Triorganotin Dithiolates 33
3 2 Applications 40-49
289.46 KB
  2.1 Non-Biological Applications 40
  2.2 Biological Applications 42
  2.3 Pharmaceutical Applications 43
  2.4 Non-Biological Applications 44
  2.5 Biological Applications 45
4 3 Physical Methods For Characterization Of Compounds 50-61
308.58 KB
  3.1 Infrared Spectroscopy 50
  3.2 Nmr Spectroscopy 52
  3.3 1 hnmr Spectroscopy 52
  3.4 13 c Nmr Spectroscopy 53
  3.5 119 sn Nmr Spectroscopy 54
  3.6 Mass Spectrometry 56
  3.7 X-Ray Crystallography 58
  3.8 Crystal Structure Determination 58
5 4 Experimental 62-92
599.78 KB
  4.1 Materials And Instrumentation 62
  4.2 General Procedure For The Synthesis Of Carboxylic Acids 63
  4.3 General Procedure For The Synthesis Of Organotin( Iv) Complexes 68
  4.4 General Procedure For The Synthesis Of Thiocarboxylic Acids 85
  4.5 General Procedure For The Synthesis Of Organotin( Iv) Thiocarboxylates 85
6 5 Results And Discussion 93-272
2600.58 KB
  5.1 Infrared Spectroscopy 93
  5.2 Mass Spectrometry 101
  5.3 Nmr Spectroscopy 123
  5.4 Biological Activity 161
  5.5 Infrared Spectroscopy 237
  5.6 Mass Spectrometry 240
  5.7 Nmr Spectroscopy 247
  5.8 Biological Activity 255
  5.9 X-Ray Crystallography 271-300
  5.10 X-Ray Structure Of Hl 5 271
  5.11 X-Ray Structure Of Compound (66) 276
  5.12 X-Ray Structure Of Compound (67) 280
  5.13 X-Ray Structure Of Compound (68) 284
  5.14 X-Ray Structure Of Compound (72) 288
  5.15 X-Ray Structure Of Compound (73) 292
  5.15 X-Ray Structure Of Compound (77) 296
  5.16 References 300
  5.17 Conclusions 301-302
  5.18 List Of Publications 303-306