Event Title

Experimental and Computational Investigation of Beta-Hydroxy Carbenes

Presenter Information

Joseph DeAngelo, Colby CollegeFollow

Location

Diamond 141

Start Date

30-4-2015 10:00 AM

End Date

30-4-2015 11:55 AM

Project Type

Presentation

Description

The intramolecular rearrangements of carbenes have been an interest of study, giving insight about the reactivity of these rare, unstable organic species. Previous work has looked at the rearrangement products of different beta substituted carbenes in an effort to gauge how their reactivity differed. For example, work done on 2-hydroxy-2-methylpropylidene carbene looked at how a hydroxy group at the beta position affected the carbenes reactivity. This work aims to further study this subset of beta-hydroxy carbenes by looking at three different species, all maintaining their beta hydroxy group with modifications of the other substituents. This study will both aim to directly observe and quantify the different rearrangemt products as well as compare this to computational models. By observing the behavior of these carbenes, we hope to gain a better understanding of how a carbenes substituent groups can affect the reactivity and intramolecular rearrangements of carbenes.

Faculty Sponsor

Jeff Katz

Sponsoring Department

Colby College. Chemistry Dept.

CLAS Field of Study

Natural Sciences

Event Website

http://www.colby.edu/clas

ID

1813

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Apr 30th, 10:00 AM Apr 30th, 11:55 AM

Experimental and Computational Investigation of Beta-Hydroxy Carbenes

Diamond 141

The intramolecular rearrangements of carbenes have been an interest of study, giving insight about the reactivity of these rare, unstable organic species. Previous work has looked at the rearrangement products of different beta substituted carbenes in an effort to gauge how their reactivity differed. For example, work done on 2-hydroxy-2-methylpropylidene carbene looked at how a hydroxy group at the beta position affected the carbenes reactivity. This work aims to further study this subset of beta-hydroxy carbenes by looking at three different species, all maintaining their beta hydroxy group with modifications of the other substituents. This study will both aim to directly observe and quantify the different rearrangemt products as well as compare this to computational models. By observing the behavior of these carbenes, we hope to gain a better understanding of how a carbenes substituent groups can affect the reactivity and intramolecular rearrangements of carbenes.

http://digitalcommons.colby.edu/clas/2015/program/236