180 degree unidirectional bond rotation in a biaryl lactone artificial molecular motor prototype |
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Authors: | Dahl Bart J Branchaud Bruce P |
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Institution: | Department of Chemistry and Materials Science Institute, University of Oregon, Eugene, OR 97403, USA. |
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Abstract: | 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 degrees rotation with very high directional selectivity per individual artificial molecular motor molecule through the first two steps of this sequence. reaction: see text] |
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