18231-82-8Relevant academic research and scientific papers
Tritiation of organic compounds by polymer-supported base catalysts
Brewer,Jones,Lawrie,Saunders,Simmonds
, p. 787 - 794 (1994)
A range of organic compounds have been tritiated (and in some cases deuteriated) via hydrogen isotope exchange reactions using polymer supported base catalysts. The problem of poor thermal stability of some commercially available anion exchange resins, wh
Tunneling in elimination reactions. Structural effects on the secondary β-tritium isotope effect
Lin, Sue,Saunders Jr., William H.
, p. 6107 - 6110 (2007/10/02)
Secondary tritium isotope effects have been determined for the elimination reactions of (2-(p-(trifluoromethyl)-phenyl)ethyl-2-t)- and -2-d-2-t)trimethylammonium bromide (1) (EtO/EtOH), (1-phenylethyl-2-t)- and -2-d2-2-t)-trimethylammonium bromide (2) (t-BuO-/t-BuOH), and (1-phenyl-2-(p-chlorophenyl)ethyl-2-t)- and -2-d-2-t)-trimethylammonium bromide (3) (EtO/EtOH). kHH/kHT values at 50 °C were in the range 1.22-1.27 (errors ± 0.01 or less), with 1 giving the greatest effect. These values are all large enough to suggest significant contributions from tunneling. Studies of the temperature dependences give AaH/AaT values well below unity (0.60-0.90), and the secondary isotope effect is depressed when deuterium rather than protium is the transferred atom, results which also implicate tunneling. It appears that a carbanion-like E2 transition state is especially conducive to tunneling.
