Hydrogen bonding is often solvent-dependent and temperature-sensitive. In some solvents, hydrogen bonding can be disrupted more easily, reducing the energy barrier for rotation and promoting racemization. In other solvents, hydrogen bonds may be more stable, hindering racemization.
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(Z)-[4-methyl-3-(2-methoxyphenyl)-1,3-thiazol-2(3H)-ylidene]-N-(2-methoxyphenyl)amine
(2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-[tert-butyldiphenylsilyloxymethyl]pyrrolidine
(S)-1-benzenesulfonyl-4,5-bis(tert-butyldimethylsilyloxy)-1-diazo-2-pentanone
cis-2-methyl 3-phenylthiocyanomethyl cyclohexanone
