Synthesis and characterization of dyes and macrocycles derived from dipyrrin and modified dipyrrins

Abstract

The thesis entitled 8220 Synthesis and Characterization of Dyes and Macrocycles Derived from Dipyrrin and Modified Dipyrrins 8221 describes synthesis and characterization of multiple BODIPY chromophores appended on benzene and biphenyl unit It also describes the reactivity of N confused dipyrrin doubly N confused dipyrrin and their benzo derivatives with various metal salts In general regular dipyrrins are known to form square planar tetrahedral and octahedral metal complexes Dipyrrin can be derived from dipyrromethane which contains two pyrrole rings are connected at their 945 position to the meso carbon atom Regular dipyrrins having additional co ordinating agents at 945 and meso position leads to formation of complexes with diverse geometries There are no reports known on reactivity of singly and doubly N confused dipyrrin and their benzo derivatives with metal salts This thesis describes the synthesis of multi BODIPY appended dyes along with their structural and electronic properties Subsequent chapters describe the results of the reactions between metal salts with modified dipyrrins that was aimed at the synthesis of metal complexes of N confused dipyrrins The first chapter describes the brief literature reports on synthesis reactivity of regular dipyrrin and their derivatives with various metal salts leading to the formation of different types of metal complexes It also describes the employability of these metal complexes in the synthesis of porphyrinoids Overall this thesis gives an account on the synthesis and characterization of BODIPY derivatives expanded norroles planar aza heptalenes and couple of unusual dimers Quantum mechanical calculations were also employed for the better understanding aromatic and anti aromatic characteristics of these molecules The second chapter describes the detailed synthesis of multi BODIPY units appended on benzene and biphenyl units The single crystal X ray diffraction analysis SCXRD of the 1 3 Bis BODIPY benzene confirmed the presence of two BODIPY moieties m