Phenalenyl Radicals in Designing Transition Metal-Free Electron Transfer Catalysis

Banik, Ananya (2022) Phenalenyl Radicals in Designing Transition Metal-Free Electron Transfer Catalysis. PhD thesis, Indian Institute of Science Education and Research Kolkata.

Text (PhD thesis of Ananya Banik (14IP034)) 14IP034.pdf - Submitted Version Restricted to Repository staff only Download (9MB)

Abstract

An electron transfer catalysis by a transition metal-free approach effectively mimics the electron transfer pathway similar to that of the transition metals, which opens the possibility of applying this strategy with a wide variety of organic transformations. Herein we employ an odd alternant hydrocarbon, phenalenyl for such transition metal-free electron transfer catalysis. The present investigation portrays the development of phenalenyl radical-based catalysis for different types of organic transformations. Chapter 1 provides a brief, and general overview of transition metal-free approaches for catalytic transformations with an emphasis on the strategies for electron transfer catalysis. The advantages and limitations were briefly discussed with an understanding of the reaction mechanism. The later section describes the properties of phenalenyl-based molecules with the early approaches, giving a logical explanation for designing a phenalenyl-based electron transfer catalyst. The aims and objectives have been presented at the end of this chapter with a clear research plan for developing transition metal-free electron transfer catalysis. Chapter 2 describes the results obtained during the present investigation and provides a detailed discussion of these results. This chapter is subdivided into four different sections consisting a transition metal-free direct C-H arylation, Heck-type coupling, borrowing hydrogen mediated N-alkylation and C-alkylation by phenalenyl catalyst. The highlights of the present investigation and possible future directions are summarized at the end of each section. Chapter 3 contains detailed experimental procedures for the catalytic reactions and other spectroscopic details, controlled experiments and DFT calculations. All literature references are compiled at the end of each chapter and are indicated in the relevant text by appropriate numbers appearing as superscripts.

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