Thiols, deuterated

Method A. The first successful system we developed for studying the reactions of the hydrogen atom involves the photolysis of deuterated thiols to produce deuterium atoms (11, 13, 14). The deuterium atoms then abstract either deuterium or hydrogen from the thiols or hydrogen from an organic hydrogen donor, QH. The reaction scheme is shown below. 

Relative values of kal4 obtained from the deuterated thiol system see text. 

Allylic terpenic thiols were prepared in 70-80% yield by this procedure. The reversibility under mild conditions of the ene reaction with N-sulfinylsulfonamides RS02N=S=0 had been exploited in allylic deuteration and tritiation of olefins [516]. 

In order to evaluate the optimal substrate for cholinesterases, a variety of thiolesters and thiols were used to generate dynamic thiolester systems under mild reaction conditions, compatible with the target enzyme. The reversible thiolesterification reactions were performed in deuterated water at neutral pH, and the equilibration of the systems was followed by 1H-XMR spectroscopy. Based on the structure of... 

The deuterated alkyne thiol. Fig. 7.7C, is a relatively easy molecule to prepare at levels of >80 % deuteration and, in general, the H NMR experiment yields spectra with good signal-to-noise ratios. Thus, it is reasonable to expect a quadrupolar powder pattern NMR spectrum showing a combination of the the features of the H NMR (Fig. 7.10) with the orientational aspects of the Fake doublet (Fig. 7.8). 

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