Cb. Zhu et C. Lifshitz, The protonated betaine/ammonia complex: how stable is the gas-phase zwitterion structure?, CHEM P LETT, 320(5-6), 2000, pp. 513-517
The ammonium ion stabilizes a betaine zwitterion in the gas phase forming a
salt-bridge structure, [(CH3)(3)N+CH2COO-NH4+] that is 3.7 kcal/mol less s
table than the ion/molecule complex between protonated betaine and neutral
ammonia, (CH3)(3)N+CH2COOH/NH3. DFT calculations have reversed the previous
ly determined relative stability based on PM3 calculations and are in agree
ment with black-body infrared radiative dissociation experiments. A double-
well potential energy surface is formed with a rather low central barrier s
eparating the two complexes. This is conducive to efficient hydrogen/deuter
ium exchange in agreement with experiment. It prevents the existence of the
salt-bridge complex as a distinct species under thermal conditions. (C) 20
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