Hydrophosphination Substrate Scope Expansion
Conference Year
2023
Abstract
Hydrophosphination is an atom economical synthetic reaction that generates a phosphorus-carbon bond. However, reported examples of hydrophosphination often involve repetitively used reagents. This project aims to conduct hydrophosphination using several novel organophosphines with varying electron withdrawing/donating properties while utilizing a recently implemented copper based catalyst. This will (1) add much needed diversification to the organophosphine scope of hydrophosphination while (2) studying how electron withdrawing/donating properties affects the copper catalyst’s reactivity. All reactions in this project are carried out in a nitrogenous atmosphere in a glovebox or nitrogen line to limit side reactions with oxygen or contamination of the reaction. Along with this, extensive characterization of the hydrophosphination products are accomplished through a multitude of instrumentation in order to prove that the desired reactions occurred. Investigation is still underway for this project. It is hoped that there will be a difference in product yield that correlates with a change in electron withdrawing/donating properties of a given organophosphine substrate.
Primary Faculty Mentor Name
Rory Waterman
Graduate Student Mentors
Emma Finfer
Status
Undergraduate
Student College
College of Arts and Sciences
Program/Major
Chemistry
Primary Research Category
Physical Science
Hydrophosphination Substrate Scope Expansion
Hydrophosphination is an atom economical synthetic reaction that generates a phosphorus-carbon bond. However, reported examples of hydrophosphination often involve repetitively used reagents. This project aims to conduct hydrophosphination using several novel organophosphines with varying electron withdrawing/donating properties while utilizing a recently implemented copper based catalyst. This will (1) add much needed diversification to the organophosphine scope of hydrophosphination while (2) studying how electron withdrawing/donating properties affects the copper catalyst’s reactivity. All reactions in this project are carried out in a nitrogenous atmosphere in a glovebox or nitrogen line to limit side reactions with oxygen or contamination of the reaction. Along with this, extensive characterization of the hydrophosphination products are accomplished through a multitude of instrumentation in order to prove that the desired reactions occurred. Investigation is still underway for this project. It is hoped that there will be a difference in product yield that correlates with a change in electron withdrawing/donating properties of a given organophosphine substrate.