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M. Schnürch:
"Highly selective Ru0-catalyzed H-D exchange reactions on heteroarenes - proof of principle for a tritiation protocol";
Vortrag: 243rd ACS National Meeting & Exposition, San Diego; 25.03.2012 - 29.03.2012.

A highly selective deuteration method for N-contg. heterocycles is reported employing Ru3(CO)12 as catalyst and using t-BuOD as deuteration reagent. The reactions takes place at 100°C under argon atm. within 30min. In contrast to established methods a much lower amt. of deuteration reagent is required. After evapn. of the solvent the deuteration grade can be detd. via 1H-NMR spectroscopy and GC-MS. In some cases two deuteration steps were sufficient to achieve deuteration grades greater than 90%. However, in most cases a third step was required to reach high deuteration grades. Several electron-rich and electron-poor N-contg. heteroarenes could be deuterated selectively in ortho- and/or meta-position to the nitrogen atom. Examples include indoles, azaindoles, deazapurines, benzimidazoles, quinolines, isoquinolines, pyridines and pyrazine. We could also demonstrate that this reaction can be used for tritiation reactions in principal.