Zinc(II)-regulation of hydrazone switch isomerization kinetics.
The extra H-bond in a bipyridyl-functionalized hydrazone rotary switch slows down its Z→E isomerization rate by 2 orders of magnitude (k = (3.5 ± 0.2) × 10(-6) s(-1)). The coordination of Zn(2+) with the bipyridyl subgroup simultaneously 'unlocks' this H-bond and accelerates the isomerization rate by at least 6 orders of magnitude (k > 6.9 s(-1)). This coordination-regulated kinetic control could open the way to molecular timers that can be used in guiding temporal events.
Department of Chemistry, Dartmouth College , Hanover, New Hampshire 03755, United States.
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D015082:2,2'-Dipyridyl / Q000737:chemistry; D006835:Hydrazones / Q000737:chemistry*; D007700:Kinetics; D008956:Models, Chemical; D015394:Molecular Structure; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
D006835:Hydrazones; D015082:2,2'-Dipyridyl; D015032:Zinc