Abstract
Abstract5‐Methyl‐and 5‐tert1‐butyl‐1,3,5‐dithiazinane (1 and 7) react with BH3·THF, and Et2O·BF3 to yield the N1‐coordinated adducts 2 – 4 (with BH3, BD3, and BF3, respectively). The conformations and spectroscopic properties of the adducts are discussed. The reactions of 1 and 7 with BY3·THF lead to the six‐membered boron heterocycles 5,5‐dimethyl‐1,3‐dithia‐5‐azonia‐4‐boratacyclohexane (5), 4,4‐dideuterio‐5‐methyl‐5[D1]methyl‐1,3‐dithia‐5‐azonia‐4‐boratacyclohexane (6), and 5‐tert1‐butyl‐5‐methyl‐1,3‐dithia‐5‐azonia‐4‐boratacy‐clohexane (8). Compounds 2 and 5 are isolobal isomers. The reaction of BH3 or BD3 with 7 affords, after heating, tert1‐butyldimethylamine – borane (9) and tert1‐butyldi([D1]methyl)1‐amine – trideuterioborane (11), respectively. The dithiazinane derivatives may be used in organic synthesis for the dimethylation of primary amines and the preparation of alkyldimethylamines with monodeuterated methyl groups.
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