Synthesis of p-Phenylene Diacrylic Acid Derivatives by Palladium Catalyzed Vinylation of Aryl Halides. Selective Vinylation of 4-Bromoiodobenzene

다국어 초록 (Multilingual Abstract)

(E,E)-p-Phenylene diacrylic acid derivatives were prepared in moderate to good yields by the palladium catalyzed vinylation of 4-bromoiodobenzene or 4-diiodobenzene with 2 equiv of acrylic acid derivatives in the presence of triethylamine. 4-Diiodobenzene was more reactive than 4-bromoiodobenzene in the above reactions and the reactions were proceeded stereospecifically. (E,E)-p-Phenylene diacrylic acid derivatives and several other 1,4-diolefinic aromatic compounds were also synthesized by utilizing the selective vinylation of 4-bromoiodobenzene.

국문 초록 (Abstract)

4-bromoiodobenzene 또는 4-diiodobenzene과 2 당량의 아크릴산 유도체들간의 트리에틸아민 존재하의 팔라듐 촉매를 이용한 비닐화 반응에 의해 (E,E)-p-Phenylene diacrylic acid유도체들을 비교적 좋은 수득율로 쉽게 얻을 수 있었다. 이들 반응에서 4-diiodobenzene이 4-bromoiodobenzene보다 더 좋은 반응성을 나타냈으며 이들 반응들은 입체특이성있게 진행되었다. 또한, 사용된 촉매에 다른 4-bromoiodobenzene의 선택적인 비닐화 반응을 이용하여 (E,E)-p-Phenylene diacrylic acid유도체들과 이외에 몇가지 1,4-diolefinic aromatic compounds를 편리하게 합성할 수 있었다.