Publications [#322335] of Stephen L Craig

Journal Articles

1. Wang, J; Kouznetsova, TB; Craig, SL, Single-Molecule Observation of a Mechanically Activated Cis-to-Trans Cyclopropane Isomerization., Journal of the American Chemical Society, vol. 138 no. 33 (August, 2016), pp. 10410-10412 [doi]
   (last updated on 2024/04/24)

   Abstract:
   The mechanochemical activation of cis-gem-difluorocyclopropane (cis-gDFC) mechanophore in toluene was characterized with single-molecule force spectroscopy. Unlike previously reported behavior in methyl benzoate (MB), two transitions are observed in the force vs extension curves of cis-gDFC polymers in toluene. The first transition occurs at the same force of ∼1300 pN observed previously in MB, but a second transition is observed at forces of ∼1800 pN that reveal the partial formation of the trans-gDFC isomer. The behavior is attributed to competing reactions of the cis-gDFC at the 1300 pN plateau: addition of oxygen to a ring-opened diradicaloid intermediate, and isomerization of cis-gDFC to its trans isomer.