Fig. 2: Directionally sequential processive catalysis for controlled directional motion.
From: [1,n]-Metal migrations for directional translational motion at the molecular level
a Optimised conditions for the directionally sequential iterative C–H alkylation of 1: 1 (0.20 mmol), norbornene (11 equiv.), [RhCl(cod)]2 (2.5 mol%), dppp (5.0 mol%), CsF (2.0 equiv.), 1,4-dioxane:IPA (98:2), 80 °C, 16 h; 84% isolated yield of tri-1, ratio of substitution products di-1: tri-1 determined by 1H NMR spectroscopy of crude reaction. b19F NMR spectrum of isolated tri-1. c 1 subjected to optimised reaction conditions in the presence of D2O (25 equiv.); D incorporation determined by 1H NMR spectroscopy; blue used to illustrate incorporated D atom. d Optimised reaction conditions with increasing equivalents of H2O (y = 14, 28, 56); ratio of substitution products di-1: tri-1 determined by 1H NMR spectroscopy of crude reactions. e Di-substitution product di-1 subjected to optimised reaction conditions. f. Bis-deutero-biaryl D2-1 subjected to optimised reaction conditions; D incorporation determined by 1H NMR spectroscopy; red used to illustrate D labels. Note that all incorporated norbornane units are depicted arbitrarily as (R,R,S).
