Ontology highlight
ABSTRACT:
SUBMITTER: Vik EC
PROVIDER: S-EPMC8159443 | biostudies-literature | 2020 Jul
REPOSITORIES: biostudies-literature
Vik Erik C EC Li Ping P Maier Josef M JM Madukwe Daniel O DO Rassolov Vitaly A VA Pellechia Perry J PJ Masson Eric E Shimizu Ken D KD
Chemical science 20200702 28
A series of molecular rotors was designed to study and measure the rate accelerating effects of an intramolecular hydrogen bond. The rotors form a weak neutral O-H⋯O[double bond, length as m-dash]C hydrogen bond in the planar transition state (TS) of the bond rotation process. The rotational barrier of the hydrogen bonding rotors was dramatically lower (9.9 kcal mol<sup>-1</sup>) than control rotors which could not form hydrogen bonds. The magnitude of the stabilization was significantly larger ...[more]