Bhattacharyya P K
J Pharm Sci. 1980 Feb;69(2):180-3. doi: 10.1002/jps.2600690216.
The singlet resonance due to the two equivalent methyl groups of amitriptyline hydrochloride in dimethyl sulfoxide-d6 solution changed into a doublet with the addition of chlordiazepoxide hydrochloride. A spin decoupling experiment revealed that the double originated because of the emergence of observable spin--spin coupling between the tertiary amine proton and the methyl groups. The phenomenon was interpreted to be due to the nature of proton transfer caused by the relative magnitudes of the basicities of the amines in these compounds, which were determined by the inductive and steric effects of the substituents, leading to the formation of hydrogen-bonded ion-pairs in the aprotic diluent. The enthalpy of the exchange process was 6.4 +/- 0.5 kcal/mole.
在氘代二甲亚砜溶液中，盐酸阿米替林的两个等效甲基产生的单重峰共振在加入盐酸氯氮䓬后变为二重峰。自旋去耦实验表明，该二重峰是由于叔胺质子与甲基之间出现了可观测的自旋 - 自旋耦合所致。这种现象被解释为是由于这些化合物中胺的碱性相对强度所引起的质子转移性质导致的，而胺的碱性由取代基的诱导效应和空间效应决定，这导致在非质子稀释剂中形成了氢键离子对。交换过程的焓为6.4±0.5千卡/摩尔。
