Abstract

AbstractConformational changes of amide cavitands A–C were investigated at varied temperatures and in several solvents. While cavitands A and B, with comparatively smaller substituents such as Et and iPr, were always in vase conformation in non‐polar solvents such as CDCl3, CD2Cl2, (D8)THF, and C6D6, their thermoswitching (vase to kite) was observed in polar solvents such as (D7)DMF and (D6)DMSO or in the presence of acid (TFA) and H‐bonding inhibitor (TFE). Intra‐ and interannular H‐bonds of A and B were clearly observed by low‐temperature 1H‐NMR spectra in CDCl3. No conformational change of cavitand C with bigger substituent (tBu) was observed under any tested temperature range and in polar or non‐polar solvents; C was always in the kite conformation.

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