Date of Last Revision

2023-05-03 13:04:16

Major

Chemistry

Degree Name

Bachelor of Science

Date of Expected Graduation

Spring 2019

Abstract

Over the course of this semester, promising preliminary research into a novel area of inorganic chemistry has been underway. Multiple different bis(arylimino)isoindolines (BAI), a compound made from the disubstitution of diiminoisoindoline with aryl amines to form planar tridentate ligands, were tested to determine if the structure could be forcefully bent to fit a facial binding mode. It was theorized that the bending of the usually planar chelate would cause an electronic change, destabilizing the orbitals. Different synthetic techniques were explored allowing the formation a new BAI, 1,3-bis(3-pyrazolylimino)isoindoline which was characterized via X-ray crystallography, as well as a few previously characterized BAIs which were characterized by NMR spectroscopy. Then attempts were made to complex these BAIs with the rhenium(I) tricarbonyl subunit. Success was found with 1,3-bis(2-pyridylimino)isoindoline (BPI) when 1,3-bis(2-pyridylimino)isoindoline-fac-tricarbonylrhenium(I) ([Re(CO)3(BPI)]) was successfully synthesized and characterized by X-ray crystallography. Results indicate that the azole class of BAIs undergo too much stress when attempting to facially bind to the metal center, causing the cleavage of one of the aryl arms of the chelate. Future work will involve the investigation into BAIs similar to BPI as well as characterization involving DFT and TD-DFT studies.

Research Sponsor

Dr. Christopher J. Ziegler

First Reader

Dr. Adam W. Smith

Second Reader

Dr. Claire A. Tessier

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