Mechanical insulation of aza-Pechmann dyes within [2]rotaxanes.

ABSTRACT: Aza-Pechmann derivatives have emerged as interesting building blocks for the preparation of organic electronic devices. The development of methodologies aimed to enhance their chemical stability and modulate their physical and chemical properties constitutes an interesting goal. Here we report the synthesis of mechanically interlocked aza-Pechmann dyes with benzylic amide macrocycles, along with the study of how the mechanical bond impacts their stability, photophysical and redox properties. Rotaxanes composed of Pechmann dilactams as threads exhibit one of the highest energy barriers for macrocyclic ring rotation, highlighting the strength of the attractive interactions ring-thread within the interlocked structure. Their enhanced thermal stability, compared to the non-interlocked counterp

SUBMITTER: Cutillas-Font G 

PROVIDER: S-EPMC11352530 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature