Abstract
(Diagram presented) A bifunctional biaryl lactone has been synthesized that should be capable of iterative unidirectional aryl-aryl bond rotation via: (1) a diastereoselective lactone ring opening, (S)-1 to (P,S)-2 or (M,S)-2; (2) a chemoselective lactonization, (P,S)-2 or (M,S)-2 to (S)-3; and (3) a chemoselective hydrolysis, (S)-3 to (S)-1. Preliminary results of a racemic sample have indicated unidirectional 180° rotation with very high directional selectivity per individual artificial molecular motor molecule through the first two steps of this sequence.
Original language | English (US) |
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Pages (from-to) | 5841-5844 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 8 |
Issue number | 25 |
DOIs | |
State | Published - Dec 7 2006 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry