Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy
Document Type
Article
Publication Date
12-2022
Abstract
Ferrocene, anthracene, and pyrene-terminated alkynylated moieties were reacted with azidized beta-cyclodextrin derivatives to form supramolecular structures under various conditions. While initial experiments concerning mono-azidized beta-cyclodextrin proved difficult to isolate and have limited solubility, their reaction with peracetylated mono-azidized beta-cyclodextrin was more facile. Introduction and threading of the macrocycle, dibenzo-24-crown-8 (DB24C8), allowed for [2]rotaxane synthesis. These compounds were characterized by infrared spectroscopy (IR), nuclear magnetic resonance spectroscopy (NMR), and mass spectrometry (MS). Among the compounds formed, the ferrocene-capped species showed promising host-guest inclusion complexation with the cyclodextrin cavity.
Recommended Citation
Tumaneng, John Vincent M.; Matulac, Andrea Louise; Reyes, Jude M.; Baldovino, Amyel Joseph; Lumba, Joseph; and Yu, Gilbert U., (2022). Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy. Archīum.ATENEO.
https://archium.ateneo.edu/chemistry-faculty-pubs/197