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Studies of benzoin and stetter reactions using mass spectrometry
Descriptive
TitleInfo
Title
Studies of benzoin and stetter reactions using mass spectrometry
Name
(type = personal)
NamePart
(type = family)
Zeng
NamePart
(type = given)
Hao
NamePart
(type = date)
1988-
DisplayForm
Hao Zeng
Role
RoleTerm
(authority = RULIB)
author
Name
(type = personal)
NamePart
(type = family)
Lee
NamePart
(type = given)
Jeehiun Katherine
DisplayForm
Jeehiun Katherine Lee
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
chair
Name
(type = personal)
NamePart
(type = family)
Krogh-Jespersen
NamePart
(type = given)
Karsten
DisplayForm
Karsten Krogh-Jespersen
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
internal member
Name
(type = personal)
NamePart
(type = family)
Warmuth
NamePart
(type = given)
Ralf
DisplayForm
Ralf Warmuth
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
internal member
Name
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NamePart
Rutgers University
Role
RoleTerm
(authority = RULIB)
degree grantor
Name
(type = corporate)
NamePart
Graduate School - New Brunswick
Role
RoleTerm
(authority = RULIB)
school
TypeOfResource
Text
Genre
(authority = marcgt)
theses
OriginInfo
DateCreated
(qualifier = exact)
2014
DateOther
(qualifier = exact);
(type = degree)
2014-10
CopyrightDate
(encoding = w3cdtf)
2014
Place
PlaceTerm
(type = code)
xx
Language
LanguageTerm
(authority = ISO639-2b);
(type = code)
eng
Abstract
(type = abstract)
This dissertation focuses on the study of benzoin condensation and the Setter reaction. Both experimental (mass spectrometry) and computational (Gaussian 09) methods were utilized. A sulfonate charged tag thiazolium catalyst was synthesized and used to track the reaction process of benzoin consendation. Key intermediates corresponding to Breslow mechanism were isolated. Collision induced dissociation of the intermediates yielded fragments. The fragmention analysis was used to support structural assignments. In order to confirm the stablity of isomers, calculations were also conducted. Our results are consistent with a Breslow mechanism as opposed to dimer mechanism. The acidity of two families of triazolium catalysts (morpholine-fused and pyrrolidinefused triazolium) were studied in the gas phase. The experimental results were consistent with the calculations except for a pair of trans and cis fluorinated triazolium catalysts. Kinetic acidity issues were proposed to explain the discrepancies between calculations and experiments. This hypothesis was supported by conducting electrostatic potential surface calculation. The possible hypothesis of a bizarre reactivity and selectivity difference for trans and cis fluorinated catalysts were also proposed.
Subject
(authority = RUETD)
Topic
Chemistry and Chemical Biology
Subject
(authority = ETD-LCSH)
Topic
Benzoin
RelatedItem
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TitleInfo
Title
Rutgers University Electronic Theses and Dissertations
Identifier
(type = RULIB)
ETD
Identifier
ETD_5722
PhysicalDescription
Form
(authority = gmd)
electronic resource
InternetMediaType
application/pdf
InternetMediaType
text/xml
Extent
1 online resource (x, 44 p. : ill.)
Note
(type = degree)
M.S.
Note
(type = bibliography)
Includes bibliographical references
Note
(type = statement of responsibility)
by Hao Zeng
RelatedItem
(type = host)
TitleInfo
Title
Graduate School - New Brunswick Electronic Theses and Dissertations
Identifier
(type = local)
rucore19991600001
Location
PhysicalLocation
(authority = marcorg);
(displayLabel = Rutgers, The State University of New Jersey)
NjNbRU
Identifier
(type = doi)
doi:10.7282/T33B61R1
Genre
(authority = ExL-Esploro)
ETD graduate
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Rights
RightsDeclaration
(ID = rulibRdec0006)
The author owns the copyright to this work.
RightsHolder
(type = personal)
Name
FamilyName
Zeng
GivenName
Hao
Role
Copyright Holder
RightsEvent
Type
Permission or license
DateTime
(encoding = w3cdtf);
(qualifier = exact);
(point = start)
2014-06-28 13:26:14
AssociatedEntity
Name
Hao Zeng
Role
Copyright holder
Affiliation
Rutgers University. Graduate School - New Brunswick
AssociatedObject
Type
License
Name
Author Agreement License
Detail
I hereby grant to the Rutgers University Libraries and to my school the non-exclusive right to archive, reproduce and distribute my thesis or dissertation, in whole or in part, and/or my abstract, in whole or in part, in and from an electronic format, subject to the release date subsequently stipulated in this submittal form and approved by my school. I represent and stipulate that the thesis or dissertation and its abstract are my original work, that they do not infringe or violate any rights of others, and that I make these grants as the sole owner of the rights to my thesis or dissertation and its abstract. I represent that I have obtained written permissions, when necessary, from the owner(s) of each third party copyrighted matter to be included in my thesis or dissertation and will supply copies of such upon request by my school. I acknowledge that RU ETD and my school will not distribute my thesis or dissertation or its abstract if, in their reasonable judgment, they believe all such rights have not been secured. I acknowledge that I retain ownership rights to the copyright of my work. I also retain the right to use all or part of this thesis or dissertation in future works, such as articles or books.
Copyright
Status
Copyright protected
Availability
Status
Open
Reason
Permission or license
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Technical
RULTechMD
(ID = TECHNICAL1)
ContentModel
ETD
OperatingSystem
(VERSION = 5.1)
windows xp
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Statistical Profile