An original approach to the amination of crown ethers

Direct synthetic routes to functionalised crown ethers

“…77,78 A methodology for the direct amination of DB18C6 (38) was reported by Lyakhovnenko et al using sodium azide (NaN 3 ) in PPA. 80 Heating at 100°C of an equimolar mixture of 38 and NaN 3 in neat PPA led to the formation of the mono-functionalised derivative (47) in 61% yield (Scheme 18).…”

Synthesis of some novel quinone diimine derivatives of benzo‐15‐crown‐5 for application in Hg2+ recognition

“…The first step of the synthesis involves amination of benzo-15-crown-5 (1) by using sodium azide and catalytic amount of polyphosphoric acid (32). In the present work, 4AB15C5 (2) obtained in good yield (65%).…”

“…We successfully synthesized the novel benzo-15-crown-5 (B15C5) functionalized quinone diimine derivatives (3a-3d) for Hg 2+ recognition. The first step of the synthesis involves amination of benzo-15-crown-5 (1) by using sodium azide and catalytic amount of polyphosphoric acid (32). In the present work, 4AB15C5 (2) obtained in good yield (65%).…”

“…It also leads to lower yield. Therefore we followed single step procedure reported by Lyakhovnenko et al (32). In the next step, the 4AB15C5 (2) on condensation with different quinones in the presence of titanium tetrachloride and DABCO at 90°C (34) gives the corresponding quinone diimine derivatives of B15C5 (3a-3d).…”

Synthesis and Cation Recognition Study of Novel Benzo Crown Ether Functionalized Enamine Derivatives

“…In prolongation of our efforts for the synthesis of novel crown ether functionalized molecules and their photo physical study [26][27][28][29] , we report herein synthesis of new benzo Initially, the synthesis of starting materials 4-amino benzo dibenzo 18-crown-6 ether (3) and 4-amino benzo 18-crown-6 ether (6) from dibnezo 18-crown-6 ether and benzo 18-crown-6 ether were carried out respectively [26,30] .…”