Issue 55, 2014

Four component domino reaction for the synthesis of highly functionalized dimeric tetracyclic dilactam fluorophores: H-bond aided self-assembly

Abstract

A series of new dimeric tetracyclic dilactam fluorophores (DTDF) consisting of diazabicyclooctane-dione (DBOD) fused to tetrahydronaphthalene (THP) was designed and synthesized from a simple precursor. The monomers showed enhanced emission in THF–water solvent and also benzene-dimer like absorption and fluorescence, originating from the hydrogen-bonding aided self-assembly of dilactams. The crystal structures revealed water-mediated molecular aggregates with several hydrogen-bond bridges formed by water.

Graphical abstract: Four component domino reaction for the synthesis of highly functionalized dimeric tetracyclic dilactam fluorophores: H-bond aided self-assembly

Supplementary files

Article information

Article type
Communication
Submitted
21 Apr 2014
Accepted
11 Jun 2014
First published
12 Jun 2014

RSC Adv., 2014,4, 29276-29280

Author version available

Four component domino reaction for the synthesis of highly functionalized dimeric tetracyclic dilactam fluorophores: H-bond aided self-assembly

G. Ramachandran, A. Raman, S. Easwaramoorthi, R. S. Rathore and K. Sathiyanarayanan, RSC Adv., 2014, 4, 29276 DOI: 10.1039/C4RA03622K

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