Solid-State and Theoretical Investigations of Some Banister-Type Macrocycles with 2,2'-Aldoxime-1,1'-Biphenyl Units.

ABSTRACT: In the context of helical chirality, bridging of biphenyl units leads to banister-type compounds and the stability of the resulted atropisomers may increase dramatically if suitable changes are performed in the linker unit that coils around the biphenyl moiety. A rigorous density functional theory (DFT) study was conducted for macrocycles containing rigid oxime ether segments connected to the biphenyl backbone in order to determine how the rotation barriers are influenced by the presence of either a flexible oligoethyleneoxide or a more rigid m-xylylene component in the macrocycle. The calculated values for the racemization barrier were in good agreement with those obtained experimentally and confirm the benefit of introducing a more rigid unit in the macrocycle on the stability of

SUBMITTER: Stroia I 

PROVIDER: S-EPMC8527037 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature