Applications of Organometallic Chemistry in Synthesis : (1) Functionalization of cyclobutendione oligothiophenes by means of cross-coupling reactions (2) Synthesis of porphyrin-BODIPY hybrids

Abstract

The thesis describes the work developed during 4 years of doctoral studies, which consist of 2 projects, framed around a general theme that is the application of organometallic chemistry in synthesis. The thesis consists of a general introduction, 2 projects, the experimental part and spectroscopic data of the compounds obtained in those 2 projects and bibliography. The 1st chapter involves a brief look over the history of chemistry, along with the meticulous knowledge about the chronicles of organometallic chemistry. Also, an emphasis on the use of organometallic chemistry in industries as well as its industrial applications has been provided. For the better understanding of the 2 research projects, the crucial basis of cross-coupling reactions as well as use of Pd-metal catalysts in cross-coupling reactions has been provided. The cross-coupling reactions, like Liebeskind-Srogl, Suzuki, Stille & Sonogashira has been used in the 2 research projects, so, the comprehensive information about these reactions including their mechanisms & applications, has been provided. Additionally, the synthetic pathways of BODIPY & use of cross-coupling reactions to synthesize its derivatives were discussed, in order to understand the colossal field of BODIPY chemistry. The 2nd chapter involves the functionalization of cyclobutendione oligothiophenes by means of cross-coupling reactions. For that purpose, 3 different types of cross-coupling reactions, viz., Liebeskind-Srogl, Suzuki & Stille were used. In this chapter, the synthesis of bis-thienyl-substituted cyclobutenedione via the Liebeskind-Srogl & Stille cross-coupling reactions was successfully demonstrated. The 3,4-bis([2,2’-bithien]-5-yl)cyclobut-3-ene-1,2-dione (bis-thienyl-substituted cyclobutenedione) was successfully synthesized & its photochemical air oxidation to give the 2,3-bis(5-[2,2’]-bithien-5-yl) maleic anhydride was also explained.