Up-Scale Synthesis of p-ClC6H4SiR3 by CuCN Catalyzed Coupling Reaction of Grignard Reagents with R3SiCl
DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | 이분열 | - |
dc.contributor.author | 고지형 | - |
dc.date.accessioned | 2025-01-25T01:35:53Z | - |
dc.date.available | 2025-01-25T01:35:53Z | - |
dc.date.issued | 2023-02 | - |
dc.identifier.other | 32542 | - |
dc.identifier.uri | https://dspace.ajou.ac.kr/handle/2018.oak/24325 | - |
dc.description | 학위논문(석사)--분자과학기술학과,2023. 2 | - |
dc.description.tableofcontents | 제 1장 Introduction 1 <br>제 2장 Results and Discussion 2 <br> 1. Reaction of R3SiCl with p-ClC6H4MgCl 2 <br> 2. Preparation of R3SiCl 5 <br>제 3장 Experimental Section 8 <br> 1. General remarks 8 <br> 2. p-ClC6H4Si(n-Octyl)3 8 <br> 3. Et2NP(C6H4-p-SiR3)2 (R = n-Octyl) 9 <br> 4. (n-Octyl)3SiCl 10 <br> 5. X-ray crystallography 11 <br>제 4장 Conclusions 12 <br>제 5장 Acknowledgements 12 <br>제 6장 References 12 <br>제 7장 Supporting information 18 | - |
dc.language.iso | eng | - |
dc.publisher | The Graduate School, Ajou University | - |
dc.rights | 아주대학교 논문은 저작권에 의해 보호받습니다. | - |
dc.title | Up-Scale Synthesis of p-ClC6H4SiR3 by CuCN Catalyzed Coupling Reaction of Grignard Reagents with R3SiCl | - |
dc.type | Thesis | - |
dc.contributor.affiliation | 아주대학교 대학원 | - |
dc.contributor.department | 일반대학원 분자과학기술학과 | - |
dc.date.awarded | 2023-02 | - |
dc.description.degree | Master | - |
dc.identifier.localId | T000000032542 | - |
dc.identifier.url | https://dcoll.ajou.ac.kr/dcollection/common/orgView/000000032542 | - |
dc.subject.keyword | CuCN catalyst | - |
dc.subject.keyword | R3SiCl | - |
dc.subject.keyword | p-ClC6H4SiR3 | - |
dc.description.alternativeAbstract | 1-Octene is consumed as a comonomer in the polyethylene processes and its demand is increasing continuously. Herein, we propose the synthesis method of p-ClC6H4SiR3 using the Grignard reaction. But, sterically encumbered R3SiCl did not react with p-ClC6H4MgCl, necessitating the development of a catalyst for the coupling reaction of the Grignard reagent with such bulky R3SiCl. The reaction occurred with the addition of 3 mol% CuCN catalyst, affording the desired compound p-ClC6H4SiR3. The structure of p-ClC6H4MgCl was elucidated, which existed as an aggregate with MgCl2, indicating that some portion of the Grignard reagents were possibly lost in the coupling reaction due to co-precipitation with the byproduct MgCl2. Without formation of R4Si, R3SiCl could synthesized simply and economically when SiCl4 was reacted with 4 equiv of RMgCl. Using the developed syntheses, iPrN[P(C6H4-p-SiR3)2]2, which are potentially useful compounds for the production of 1-octene, was efficiently prepared with considerable reductions. | - |
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