Up-Scale Synthesis of p-ClC6H4SiR3 by CuCN Catalyzed Coupling Reaction of Grignard Reagents with R3SiCl
- 주제(키워드) CuCN catalyst , p-ClC6H4SiR3 , R3SiCl
- 주제(DDC) 547
- 발행기관 아주대학교
- 지도교수 이분열
- 발행년도 2023
- 학위수여년월 2023. 2
- 학위명 석사
- 학과 및 전공 일반대학원 분자과학기술학과
- 실제URI http://www.dcollection.net/handler/ajou/000000032542
- 본문언어 영어
- 저작권 아주대학교 논문은 저작권에 의해 보호받습니다.
초록/요약
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.
more목차
제 1장 Introduction 1
제 2장 Results and Discussion 2
1. Reaction of R3SiCl with p-ClC6H4MgCl 2
2. Preparation of R3SiCl 5
제 3장 Experimental Section 8
1. General remarks 8
2. p-ClC6H4Si(n-Octyl)3 8
3. Et2NP(C6H4-p-SiR3)2 (R = n-Octyl) 9
4. (n-Octyl)3SiCl 10
5. X-ray crystallography 11
제 4장 Conclusions 12
제 5장 Acknowledgements 12
제 6장 References 12
제 7장 Supporting information 18
