Advancements in the synthesis of distorted tricoordinate phosphorus compounds and their use as platforms in reductive chemistries

This dissertation describes new reactivity of geometrically distorted [sigma]³ phosphorus compounds as well as attempts to synthesis new C₂v distorted [sigma]³ phosphorus compounds. Chapter two will describe the synthetic efforts towards synthesizing new [sigma]³ phosphorus compounds to provide new platforms to expand the chemistry of [sigma]³ phosphines. Chapter three presents a distorted phosphoramidate with a functionally hydridic P-H bond derived from the activation of water to generate equivalents of hydrogen. Chapter four explores the activation of both hydrazine and hydrazones by a distorted phosphoramidite and initial results in the use of these phosphoranes as platforms for hydrogen atom transfer chemistry. Chapter five presents a unique reaction in the formation of an oxazaphosphole that shows promise to allow for dearomatiztion of other aromatic substrates by a distorted phosphorus triamide. The research displayed here provides several novel approaches in the synthesis and use of [sigma]³ phosphorus compounds.

Name thesis:degree_name

Doctoral

Department dc:contributor.department

Massachusetts Institute of Technology. Department of Chemistry

Grantor dc:publisher

Massachusetts Institute of Technology

Year dc:date.issued

2019

Author dc:creator

• Mattos, Jared Thomas.

Advisor dc:contributor.advisor

• Alexander T. Radosevich.

• Chemistry.

Statement dc:rights

• MIT theses are protected by copyright. They may be viewed, downloaded, or printed from this source but further reproduction or distribution in any format is prohibited without written permission.

Licence dc:rights.uri

• http://dspace.mit.edu/handle/1721.1/7582

Language dc:language.iso

eng

Handle dc:identifier.uri

https://hdl.handle.net/1721.1/124050

OAI identifier oai:identifier

oai:dspace.mit.edu:1721.1/124050