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Hydrazine-Mediated Carbonyl-Olefin Metathesis: Analysis of Hydrazine Structures, Ring-Closing Reactions, and Ring-Opening Reactions
Hydrazine-Mediated Carbonyl-Olefin Metathesis: Analysis of Hydrazine Structures, Ring-Clos...
Hydrazine-Mediated Carbonyl-Olefin Metathesis: Analysis of Hydrazine Structures, Ring-Closing Reactions, and Ring-Opening Reactions

상세정보

자료유형  
 학위논문 서양
최종처리일시  
20260202104808
ISBN  
9798293822201
DDC  
547
저자명  
De La Rosa, Jose Miguel.
서명/저자  
Hydrazine-Mediated Carbonyl-Olefin Metathesis: Analysis of Hydrazine Structures, Ring-Closing Reactions, and Ring-Opening Reactions
발행사항  
[Sl] : Cornell University, 2025
발행사항  
Ann Arbor : ProQuest Dissertations & Theses, 2025
형태사항  
256 p
주기사항  
Source: Dissertations Abstracts International, Volume: 87-03, Section: B.
주기사항  
Advisor: Lambert, Tristan.
학위논문주기  
Thesis (Ph.D.)--Cornell University, 2025.
초록/해제  
요약For years, the Lambert group has studied and exploited the use of hydrazines for carbonyl-olefin metathesis (COM). In trying to extend the capabilities of hydrazines, challenges have been identified that need to be addressed. This dissertation takes a closer look into the COM systems in addition to changes in the hydrazine system to identify these challenges, proved insights and propose potential solutions that could facilitate further developments. Chapter 1 of this dissertation introduces methods used for COM transformations. Chapter 2 focuses on the synthesis of 2,3-dihydrobenzoxepines via hydrazine-catalyzed ring-closing COM (RCCOM). The analysis of these reactions identifies problems of both substrate and hydrazine stability. Using 20 mol% of the [2.2.1] hydrazine, the product was obtained in 55% yield.Chapter 3 focuses on the analysis of norbornene reactivity as it pertains to ring-opening metathesis polymerization (ROMP) using hydrazines. Key to this discussion was the identification of the decomposition of our hydrazine salt and its replacement. Additionally, the analysis of the reaction between hydrazine and norbornene exposes a potential obstacle for efficient catalysis moving forward. Chapter 4 investigates the ring-opening COM (ROCOM) of cyclooctenes, with an investigation into the cyclic olefins that are tolerated with hydrazines and revels problematic steps.Chapter 5 presents hydrazines that were prepared and tested with various COM reactions, discussing the findings and what conclusions can be suggested from the results.
일반주제명  
Organic chemistry
일반주제명  
Chemistry
일반주제명  
Inorganic chemistry
키워드  
Carbonyl-olefin metathesis
키워드  
Hydrazine catalyst
기타저자  
Cornell University Chemistry and Chemical Biology
기본자료저록  
Dissertations Abstracts International. 87-03B.
전자적 위치 및 접속  
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■035    ▼a(MiAaPQ)AAI32166587
■040    ▼aMiAaPQ▼cMiAaPQ
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■1001  ▼aDe  La  Rosa,  Jose  Miguel.▼0(orcid)0009-0003-7214-8178
■24510▼aHydrazine-Mediated  Carbonyl-Olefin  Metathesis:  Analysis  of  Hydrazine  Structures,  Ring-Closing  Reactions,  and  Ring-Opening  Reactions
■260    ▼a[Sl]▼bCornell  University▼c2025
■260  1▼aAnn  Arbor▼bProQuest  Dissertations  &  Theses▼c2025
■300    ▼a256  p
■500    ▼aSource:  Dissertations  Abstracts  International,  Volume:  87-03,  Section:  B.
■500    ▼aAdvisor:  Lambert,  Tristan.
■5021  ▼aThesis  (Ph.D.)--Cornell  University,  2025.
■520    ▼aFor  years,  the  Lambert  group  has  studied  and  exploited  the  use  of  hydrazines  for  carbonyl-olefin  metathesis  (COM).  In  trying  to  extend  the  capabilities  of  hydrazines,  challenges  have  been  identified  that  need  to  be  addressed.  This  dissertation  takes  a  closer  look  into  the  COM  systems  in  addition  to  changes  in  the  hydrazine  system  to  identify  these  challenges,  proved  insights  and  propose  potential  solutions  that  could  facilitate  further  developments.  Chapter  1  of  this  dissertation  introduces  methods  used  for  COM  transformations.  Chapter  2  focuses  on  the  synthesis  of  2,3-dihydrobenzoxepines  via  hydrazine-catalyzed  ring-closing  COM  (RCCOM).  The  analysis  of  these  reactions  identifies  problems  of  both  substrate  and  hydrazine  stability.  Using  20  mol%  of  the  [2.2.1]  hydrazine,  the  product  was  obtained  in  55%  yield.Chapter  3  focuses  on  the  analysis  of  norbornene  reactivity  as  it  pertains  to  ring-opening  metathesis  polymerization  (ROMP)  using  hydrazines.  Key  to  this  discussion  was  the  identification  of  the  decomposition  of  our  hydrazine  salt  and  its  replacement.  Additionally,  the  analysis  of  the  reaction  between  hydrazine  and  norbornene  exposes  a  potential  obstacle  for  efficient  catalysis  moving  forward.  Chapter  4  investigates  the  ring-opening  COM  (ROCOM)  of  cyclooctenes,  with  an  investigation  into  the  cyclic  olefins  that  are  tolerated  with  hydrazines  and  revels  problematic  steps.Chapter  5  presents  hydrazines  that  were  prepared  and  tested  with  various  COM  reactions,  discussing  the  findings  and  what  conclusions  can  be  suggested  from  the  results.
■590    ▼aSchool  code:  0058.
■650  4▼aOrganic  chemistry
■650  4▼aChemistry
■650  4▼aInorganic  chemistry
■653    ▼aCarbonyl-olefin  metathesis
■653    ▼aHydrazine  catalyst
■690    ▼a0490
■690    ▼a0488
■690    ▼a0485
■71020▼aCornell  University▼bChemistry  and  Chemical  Biology.
■7730  ▼tDissertations  Abstracts  International▼g87-03B.
■790    ▼a0058
■791    ▼aPh.D.
■792    ▼a2025
■793    ▼aEnglish
■85640▼uhttp://www.riss.kr/pdu/ddodLink.do?id=T17358912▼nKERIS▼z이  자료의  원문은  한국교육학술정보원에서  제공합니다.

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