(Z)-1-(4-브로모페닐)-1-페닐-2-(4-tert-부틸페닐)에텐의 합성 및 X-선 구조분석Synthesis and X-ray structure analysis of (Z)-1-(4-Bromophenyl)-1-phenyl -2-(4-tert-butylphenyl)ethene
- Authors
- 김철배; 조현종; 이성경; 박광용
- Issue Date
- Jun-2009
- Publisher
- 한국공업화학회
- Keywords
- Horner-Wadsworth-Emmons; Single crystal; Triphenylethene; X-ray structure analysis
- Citation
- Applied Chemistry for Engineering, v.20, no.3, pp 335 - 338
- Pages
- 4
- Journal Title
- Applied Chemistry for Engineering
- Volume
- 20
- Number
- 3
- Start Page
- 335
- End Page
- 338
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/23420
- ISSN
- 1225-0112
1228-4505
- Abstract
- 유기발광다이오드의 청색 발광 물질로 많은 관심을 받고 있는 디스티릴아릴렌 화합물들의 합성 과정에서 핵심적인 중간체인 브로모트리페닐에틸렌 화합물들은 브로모벤조페논과 벤질포스포네이트의 반응을 통하여 얻어진다. 이 반응은 분리하기 어려운 (Z)-와 (E)-기하이성질체가 60 : 40의 비율로 생성한다. 본 연구에서는 2-프로탄올을 이용한 재결정법을 통하여 (Z)-이성질체를 간단하게 분리하였다. X-ray를 이용하여 (Z)-이성질체의 결정 구조를 살펴본 결과, tert-부틸페닐 고리와 브로모페닐 고리 간의 dihedral angle은 56.5(4)°이며 브로모페닐 고리와 페닐 고리 간의 dihedral angle은 74.1(4)°였다.
As important intermediates for blue emitting materials of organic light-emitting diodes, bromotriphenylethylene derivatives for distrylarylenes are prepared by reactions of bromobenzophenone with benzylphosphonates. The reaction produces a 60: 40 mixture of (Z)-and (E)-geometric isomers that are difficult to be resolved. The (Z)-isomer is successfully isolated by a selective recrystallization process using 2-propanol as a solvent. The X-ray structure analysis of (Z)-isomer shows that dihedral angles between tert-butylphenyl ring and bromophenyl ring and between bromophenyl ring and phenyl ring are 56.5(4)° and 74.1(4)°, respectively.
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