Applying Density Functional Theory to Common Organic Mechanisms: A Computational Exercise

Jonathan P. Antle; Masashi W. Kimura; Stefano Racioppi; Corey Damon; Meredith Lang; Caitlyn Gatley-Montross; Laura S. Sánchez B; Daniel P. Miller; Eva Zurek; Adam M. Brown; Kellie Gast; Scott M. Simpson

doi:10.1021/acs.jchemed.2c00935

Applying Density Functional Theory to Common Organic Mechanisms: A Computational Exercise

Jonathan P. Antle
, Masashi W. Kimura
, Stefano Racioppi
, Corey Damon
, Meredith Lang
, Caitlyn Gatley-Montross
, Laura S. Sánchez B
, Daniel P. Miller
, Eva Zurek
, Adam M. Brown
, Kellie Gast
, Scott M. Simpson

Chemistry

St. Bonaventure University
SUNY Buffalo
Jamestown Community College
Daemen College
Hofstra University

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

A computational experiment investigating common organic chemistry mechanisms has been developed and implemented in a junior/senior-level physical chemistry laboratory course at two institutions. Students investigated various reactions that proceed via S_N1, S_N2, E1, and E2 mechanisms using hybrid Density Functional Theory (DFT). Our pre/post-assessments indicate that students at both institutions were able to better visualize and interpret the 3D representation of transition states, stepwise reaction mechanisms, and reaction coordinate diagrams of the aforementioned reactions.

Original language	English
Pages (from-to)	355-360
Number of pages	6
Journal	Journal of Chemical Education
Volume	100
Issue number	1
DOIs	https://doi.org/10.1021/acs.jchemed.2c00935
State	Published - Jan 10 2023

Keywords

Computational Chemistry
Computer-Based Learning
Fourth-Year Undergraduate
Mechanisms of Reactions
Organic Chemistry
Physical Chemistry
Quantum Chemistry
Third-Year Undergraduate

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10.1021/acs.jchemed.2c00935

Cite this

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title = "Applying Density Functional Theory to Common Organic Mechanisms: A Computational Exercise",

abstract = "A computational experiment investigating common organic chemistry mechanisms has been developed and implemented in a junior/senior-level physical chemistry laboratory course at two institutions. Students investigated various reactions that proceed via SN1, SN2, E1, and E2 mechanisms using hybrid Density Functional Theory (DFT). Our pre/post-assessments indicate that students at both institutions were able to better visualize and interpret the 3D representation of transition states, stepwise reaction mechanisms, and reaction coordinate diagrams of the aforementioned reactions.",

keywords = "Computational Chemistry, Computer-Based Learning, Fourth-Year Undergraduate, Mechanisms of Reactions, Organic Chemistry, Physical Chemistry, Quantum Chemistry, Third-Year Undergraduate",

author = "Antle, \{Jonathan P.\} and Kimura, \{Masashi W.\} and Stefano Racioppi and Corey Damon and Meredith Lang and Caitlyn Gatley-Montross and \{S{\'a}nchez B\}, \{Laura S.\} and Miller, \{Daniel P.\} and Eva Zurek and Brown, \{Adam M.\} and Kellie Gast and Simpson, \{Scott M.\}",

note = "Publisher Copyright: {\textcopyright} 2022 American Chemical Society and Division of Chemical Education, Inc.",

year = "2023",

month = jan,

day = "10",

doi = "10.1021/acs.jchemed.2c00935",

language = "English",

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AU - Antle, Jonathan P.

AU - Kimura, Masashi W.

AU - Racioppi, Stefano

AU - Damon, Corey

AU - Lang, Meredith

AU - Gatley-Montross, Caitlyn

AU - Sánchez B, Laura S.

AU - Miller, Daniel P.

AU - Zurek, Eva

AU - Brown, Adam M.

AU - Gast, Kellie

AU - Simpson, Scott M.

PY - 2023/1/10

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N2 - A computational experiment investigating common organic chemistry mechanisms has been developed and implemented in a junior/senior-level physical chemistry laboratory course at two institutions. Students investigated various reactions that proceed via SN1, SN2, E1, and E2 mechanisms using hybrid Density Functional Theory (DFT). Our pre/post-assessments indicate that students at both institutions were able to better visualize and interpret the 3D representation of transition states, stepwise reaction mechanisms, and reaction coordinate diagrams of the aforementioned reactions.

AB - A computational experiment investigating common organic chemistry mechanisms has been developed and implemented in a junior/senior-level physical chemistry laboratory course at two institutions. Students investigated various reactions that proceed via SN1, SN2, E1, and E2 mechanisms using hybrid Density Functional Theory (DFT). Our pre/post-assessments indicate that students at both institutions were able to better visualize and interpret the 3D representation of transition states, stepwise reaction mechanisms, and reaction coordinate diagrams of the aforementioned reactions.

KW - Computational Chemistry

KW - Computer-Based Learning

KW - Fourth-Year Undergraduate

KW - Mechanisms of Reactions

KW - Organic Chemistry

KW - Physical Chemistry

KW - Quantum Chemistry

KW - Third-Year Undergraduate

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M3 - Article

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SP - 355

EP - 360

JO - Journal of Chemical Education

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IS - 1

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Applying Density Functional Theory to Common Organic Mechanisms: A Computational Exercise

Abstract

Keywords

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