Date of Award


Publication Type

Master Thesis

Degree Name



Chemistry and Biochemistry

First Advisor

Rawson, Jeremy




This thesis describes selected chemistry of 1,2,5,6-tetrathiocines, 8-membered heterocycles containing four S atoms which can be considered as bis(disulfides). Chapter 1 provides a literature review of the existing chemistry of 1,2,5,6-tetrathiocines. Chapters 2 – 4 examine the oxidative addition chemistry of tetrathiocines to zero-valent group 10 metal complexes in the presence of an auxiliary phosphine ligand under microwave conditions to afford nickel, palladium and platinum dithiolate complexes. These chapters probe the effect of the metal (Chapter 2), the auxiliary phosphine (Chapter 3) and the tetrathiocine (Chapter 4) on the outcome of the chemical reaction, leading to a range of mono-, di- and hexa-metallic complexes which have been fully characterized by multinuclear NMR, mass spectroscopy and X-ray diffraction. Finally, Chapter 6 describes the use of tetrathiocines as precursors to 1,3,2-benzodithiazyl (BDTA) radicals and two new dithiazolyl radicals have been isolated and characterized by X-ray diffraction and EPR spectroscopy.