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Abstract
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Schiff bases, named after Hugo Schiff, are formed when any primary amine reacts with an aldehyde or a
ketone under specific conditions [1]. Schiff bases with the general structure R2C=NR' (R' ≠ H) are found to
be a versatile pharmacophore for design and development of various bioactive compounds. Many
aromatic Schiff base compounds have developed as antibacterial, antitumor and antivirotic drugs in
recent years [2].
In chemistry, diamondoids are variants of the carbon cage molecule known as adamantane (C10H16), the
smallest unit cage structure of the diamond crystal lattice. Diamondoids also known
as nanodiamonds or condensed adamantanes may include one or more cages [3]. A diamond combines
several very useful properties, such as extreme mechanical hardness, stability against chemical reagents,
broad optical transparency, wide band gap, high radiation hardness, and high thermal conductivity [4].
Diamondoids, also have many properties of diamond, therefore molecules with diamondoid moiety
contain modified properties. Thus, we have attempted to prepare Schiff bases with diamondoid
adamantane moiety. For this purpose, salicylaldehyde derivatives 1 was treated with amantadine (1-
amino adamantane) 2, as the primary amine, to obtain amantadine- Schiff base hybrids 3 (Scheme 1).
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