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Exploring cation-π interactions in a sophomore Organic Chemistry Laboratory experiment

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Date Issued:
2014
Summary:
An Organic Chemistry Lab experiment is being developed and adapted from work recently published by Maity and Lepore [1] investigating the cyclization of substituted β-alkynyl hydrazines to yield azaproline derivatives. The mechanism of this reaction is putatively driven by cation-π interaction of alkynyl hydrazine with a tetrabutylammonium ion. This experiment will present students with a cutting-edge research concept to explore the role of tetrabutylammonium in the cyclization of substituted β-alkynyl hydrazines. Reaction kinetics will be probed by thin-layer chromatography and azaproline derivative product(s) will be characterized by IR spectroscopy. Ultimately, our goal is to implement a modern research-based, cost-effective, and safe bioorganic experiment into Florida Atlantic University’s undergraduate Organic Chemistry Laboratory curriculum.
Title: Exploring cation-π interactions in a sophomore Organic Chemistry Laboratory experiment.
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Name(s): Horowitz, Andrew
Rucco, Dominic
St. Germain, Elijah
Lepore, Salvatore D.
Rezler, Evonne
Type of Resource: text
Genre: Symposium Presentation
Date Issued: 2014
Publisher: Florida Atlantic University Digital Library
Physical Form: Online Resource
Extent: 22 p.
Language(s): English
Summary: An Organic Chemistry Lab experiment is being developed and adapted from work recently published by Maity and Lepore [1] investigating the cyclization of substituted β-alkynyl hydrazines to yield azaproline derivatives. The mechanism of this reaction is putatively driven by cation-π interaction of alkynyl hydrazine with a tetrabutylammonium ion. This experiment will present students with a cutting-edge research concept to explore the role of tetrabutylammonium in the cyclization of substituted β-alkynyl hydrazines. Reaction kinetics will be probed by thin-layer chromatography and azaproline derivative product(s) will be characterized by IR spectroscopy. Ultimately, our goal is to implement a modern research-based, cost-effective, and safe bioorganic experiment into Florida Atlantic University’s undergraduate Organic Chemistry Laboratory curriculum.
Identifier: FA0005024 (IID)
Subject(s): College students --Research --United States.
Persistent Link to This Record: http://purl.flvc.org/fau/fd/FA0005024
Host Institution: FAU