Effect of intramolecular interactions on circular dichroism of ortho-substituted 1-phenethylamines.
The synthesis of ortho-substituted (S)-1-phenethylamines via ortho-lithiation of its N,N-dimethyl derivative followed by reactions with different reagents is described. Circular dichroism spectra of synthesized compounds were measured. It is shown that the observed short-wave Cotton effects greatly depend on the existence of cyclic structure due to possible interactions such as hydrogen bond or electrostatic interaction.
Chemistry Department, Moscow State University, Moscow, Russia. demyan@org.chem.msu.ru
V M
VM
Demyanovich
I N
IN
Shishkina
N S
NS
Zefirov