Conformational analysis of intramolecular bonded amino alcohols

摘要: Abstract Equilibrium positions between intramolecular OH ⋯ N hydrogen bonded and free forms of some 3-piperidinols, decahydroisoquinolinols, a decahydroquinolinol, lupinine N-methyl-3-piperidinemethanol have been determined from dilute solution IR spectral data at 33°. Conformational energies the H-bonds (ΔG° OH⋯N , attractive) calculated. The results suggest linear relationship apparent value ΔG° as defined by method calculation, strength bond expressed Δν, within limits 0·5 ± 0·2kcal/mole per 100 cm −1 Δν 90 to 350 . For cis -decahydroisoquinoline (N-Me or N-H) systems, 0·4 kcal/mole difference has calculated two possible ring-fused conformations, in favor so-called steroid form. corresponding -decahydroqumoline equilibrium, 0·8 calculated, nonsteroid