Synthesis and characterization of dialdehydes derived from 3-hydroxybenzaldehyde

U ovom završnom radu opisana je priprava dialdehida iz 3-hidroksibenzaldehida i α,ω- dibromiranih alifatskih ugljikovodika. Pripravljeni dialdehidi koristit će se kao polazni spojevi u sintezi makrocikličkih Schiffovih baza. Makrocikličke Schiffove baze kompleksiranjem s metalnim ionima stvaraju organo-metalne mreže koje zbog svoje porozne strukture imaju primjenu u području „zelene kemije“ za uklanjanje štetnih plinova (\( CO_{2}\), \( NO_{x}\)) i teških metala iz okoliša. Ciljni produkti dialdehidi 1, 2 i 3 pripravljeni su reakcijom Williamsonove sinteze etera, u jednom reakcijskom koraku. Reakcije su provedene u blagim reakcijskim uvjetima uz upotrebu \( K_{2}CO_{3}\) kao baze te u DMF-u kao otapalu. Dialdehidi 1, 2 i 3 pripravljeni su u umjerenim prinosima. Strukture pripravljenih dialdehida pretpostavljene su IR spektroskopijom te \( ^{1}H\) NMR spektroskopijom.In this work preparation of dialdehydes from 3-hydroxybenzaldehyde and α,ω-dibrominated aliphatic hydrocarbons is described. The prepared dialdehydes will be used as starting compounds for the synthesis of macrocyclic Schiff bases. Macrocyclic Schiff bases, by complexing with metal ions, create organo-metal networks which, due to their porous structure, have applications in the field of "green chemistry" for the removal of harmful gases (\( CO_{2}\), \( NO_{x}\)) and heavy metals from the environment. Dialdehydes 1, 2 and 3 were prepared by Williamson ether synthesis in one step reaction. Reactions were carried out in mild reaction conditions by using \( K_{2}CO_{3}\) as base and DMF as solvent. Dialdehydes 1, 2 and 3 were synthesized with moderate yields. The structures of all prepared compounds were assumed by IR spectroscopy and \( ^{1}H\) NMR spectroscopy