Abstract
A subset of mechanically interlocked molecules, namely, donor-acceptor [2]catenanes, have been produced in aqueous solutions in good yields from readily available precursors. The catenations are templated by strong hydrophobic and [π⋯π] stacking interactions, which serve to assemble the corresponding supramolecular precursors, prior to postassembly covalent modification. Dynamic 1H NMR spectroscopic investigations performed on one of these [2]catenanes reveal that the pirouetting motion of the butadiyne-triethylene glycol chain occurs with a dramatically lower activation enthalpy, yet with a much higher negative activation entropy in water, compared to organic solvents. The preparations of mechanically interlocked molecules in water constitute the basis for the future development of complex functional molecular machinery in aqueous environments.
Original language | English (US) |
---|---|
Pages (from-to) | 396-399 |
Number of pages | 4 |
Journal | Journal of the American Chemical Society |
Volume | 133 |
Issue number | 3 |
DOIs | |
State | Published - Jan 26 2011 |
ASJC Scopus subject areas
- Chemistry(all)
- Biochemistry
- Catalysis
- Colloid and Surface Chemistry
Fingerprint
Dive into the research topics of 'Syntheses and dynamics of donor-acceptor [2]catenanes in water'. Together they form a unique fingerprint.Datasets
-
CCDC 794118: Experimental Crystal Structure Determination
Fang, L. (Creator), Basu, S. (Creator), Sue, C. (Creator), Fahrenbach, A. C. (Creator) & Stoddart, J. F. (Creator), Cambridge Crystallographic Data Centre, 2011
DOI: 10.5517/ccvnbqj, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccvnbqj&sid=DataCite
Dataset
-
CCDC 794119: Experimental Crystal Structure Determination
Fang, L. (Creator), Basu, S. (Creator), Sue, C. (Creator), Fahrenbach, A. C. (Creator) & Stoddart, J. F. (Creator), Cambridge Crystallographic Data Centre, 2011
DOI: 10.5517/ccvnbrk, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccvnbrk&sid=DataCite
Dataset