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The 2017 Seventeenth Annual UMM Undergraduate Research Symposium (URS) celebrates student scholarly achievement and creative activities. Students from all disciplines participate in the URS. Types of presentations include posters, oral presentations, and short or abbreviated theatrical, dance, or musical performances. 

Presentations are accompanied by discussions and multimedia.

 


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Saturday, April 22 • 10:00am - 12:00pm
Synthesis of a Novel Chiral Ferrocene Ligand

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The synthesis of chiral ligands for transition metal catalysts is vital to developing catalytic reactions with high enantioselectivity. This work discusses progress toward the synthesis of a novel chiral ferrocene ligand. The final product is formed from a β-ketoacyl ferrocene whose synthesis has been reported,1 and previous experiments have shown that the α-alkyl group can easily be added. However, the addition of the diphenylphosphine requires deprotonation of the cyclopentadienyl ring.2 When the β-ketoacyl or acetyl group is present, the addition of a base leads to a facile aldol condensation. To circumvent this, instead of phosphorylating the β-ketoacylferrocene, acetylferrocene was successfully protected as a thioacetal using propan-1,3-dithiol3 in order to carry out the phosphorylation reaction, and the β-ketoacyl group will be added in a later step. Our efforts to carry out the phosphorylation, deprotection, and further elaboration of the ferrocenyl framework will be described.

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Saturday April 22, 2017 10:00am - 12:00pm
Student Center, Oyate Hall 600 E 4th St., Morris MN 56267