dc.contributor.advisor | Montchamp, Jean-Luc | |
dc.contributor.author | Sabourin, Axel | en_US |
dc.date.accessioned | 2021-12-07T15:30:37Z | |
dc.date.available | 2021-12-07T15:30:37Z | |
dc.date.created | 12/6/2021 | en_US |
dc.date.issued | 12/6/2021 | en_US |
dc.identifier | cat-007150540 | |
dc.identifier.uri | https://repository.tcu.edu/handle/116099117/49755 | |
dc.description.abstract | The work presented in this dissertation consists in the development of syntheses towards novel benzo-fused phosphorus-containing heterocycles. Special emphasis is given to benzophostam structures. A review of the most relevant literature in terms of preparation of known and related phosphorus-containing heterocycles is provided in Chapter I. The following chapter introduces a new concept invented by Montchamp and coworkers, the cost of academic methodologies (CAM), to evaluate and compare various methodologies according to a cost-based approach. The third chapter details the different strategies developed to synthesize the different P-substituted 5- and 6-membered benzophostams and they are evaluated through the CAM lense. Chapter IV is a direct continuation of chapter III with the development of methods to access various N- and C-substituted benzophostams by arylation or alkylation reactions with various electrophiles of phostams previously synthesized in chapter III or from completely new strategies, such as a reductive Heck approach. Finally, in chapter V, two new strategies are presented to access other type of P-heterocycles. The first one is based on the cyclization of unsaturated phosphorus compounds under Friedel-Crafts conditions to access electron rich benzo fused phosphorus-containing heterocycles while the second approach relies on [4+2] addition process of a benzooxaphosphole oxide with various permanent dipoles to deliver a series of 6-membered benzo-fused phosphorus-containing heterocycles. | |
dc.format.medium | Format: Online | en_US |
dc.language.iso | en | en_US |
dc.subject | Organic chemistry | en_US |
dc.subject | Chemistry | en_US |
dc.subject | Benzophostams | en_US |
dc.subject | Heterocycles | en_US |
dc.subject | Organic synthesis | en_US |
dc.subject | Phosphorus | en_US |
dc.title | Development and reactivity of novel benzo-fused phosphorus-containing heterocycles | en_US |
dc.type | Text | en_US |
etd.degree.department | Department of Chemistry | |
etd.degree.level | Doctoral | |
local.college | College of Science and Engineering | |
local.department | Chemistry and Biochemistry | |
local.academicunit | College of Science and Engineering | en_US |
local.academicunit | Department of Chemistry | |
dc.type.genre | Dissertation | |
local.subjectarea | Chemistry and Biochemistry | |
etd.degree.name | Doctor of Philosophy | |
etd.degree.grantor | Texas Christian University | |