Abstract
Publisher Summary This chapter discusses the preparation, physical, and chemical properties of aralkylamines and aralkanols. Aralkylamines are prepared by reduction or reductive amination; from carbonyl compounds and their derivatives; by replacement of hydroxyl; and by replacement of halogen. The optical purity and the absolute configurations of a chiral aralkyl primary amine can be determined by means of the proton nuclear magnetic resonance (1H-NMR) spectra. Aralkanols are prepared by—reduction of aldehydes and ketones and complex metal hydrides; from aralkyl halides; by the reaction between carbanions and carbonyl compounds; by the reaction between electrophiles and the masked hydroxymethyl anion; hydroboration of enol trimethylsilyl ethers; and cleavage of aryloxiranes. Several of the recently-developed oxidation procedures are shown to be highly selective towards aralkanols; most convert primary aralkanols into the corresponding aldehyde. The conformations and the presence of intra-molecular bonding have been established by an analysis of the O-H stretching absorptions of benzyl alcohol and its α- and nuclear- substituted derivatives.
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