Ontology highlight
ABSTRACT:
SUBMITTER: Thiehoff C
PROVIDER: S-EPMC5659174 | biostudies-literature | 2015 Jun
REPOSITORIES: biostudies-literature
Thiehoff C C Holland M C MC Daniliuc C C Houk K N KN Gilmour R R
Chemical science 20150417 6
The <i>gauche</i> conformation of the 1,2-difluoroethane motif is known to involve stabilising hyperconjugative interactions between donor (bonding, <i>σ</i><sub>C-H</sub>) and acceptor (antibonding, <i>σ</i>*C-F) orbitals. This model rationalises the generic conformational preference of F-C<sub>β</sub>-C<sub>α</sub>-X systems (<i>φ</i><sub>FCCX</sub> ≈ 60°), where X is an electron deficient substituent containing a Period 2 atom. Little is known about the corresponding Period 3 systems, such as ...[more]