|Title||Restricted motion of guests confined in carceplexes and capsules|
|Publication Type||Journal Article|
|Year of Publication||2000|
|Authors||Chapman, RG, Sherman, JC|
|Journal||Journal of Organic Chemistry|
|Type of Article||Article|
Guest orientation within carceplexes and capsules was determined qualitatively from NMR data, and the molecular mobility of guests was determined via coalescence of H-1 NMR signals. Both are highly dependent on guest size and shape, as is interconversion of twistomers. Incarceration of 1,4-thioxane results in a large (1.8 kcal/mol) constraint on thioxane’s conformational mobility (chair-to-chair interconversion). Similar conformational constraints (1.6 kcal/mol) were determined for 1,4-dioxane both when incarcerated in carceplex 1b and when encapsulated reversibly in capsule 3b. Encapsulation-induced conformational constraints of this magnitude are unprecedented, and are particularly striking for the noncovalently linked capsules.
|URL||<Go to ISI>://000084905400036|