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Efficient Synthesis and Properties of [1]Benzothieno[3,2‐b]thieno[2,3‐d]furans and [1]Benzothieno[3,2‐b]thieno[2,3‐d]thiophenes
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2018-06-14 , DOI: 10.1002/ajoc.201800270
Yuji Kurimoto 1 , Koichi Mitsudo 1 , Hiroki Mandai 1 , Atsushi Wakamiya 2 , Yasujiro Murata 2 , Hiroki Mori 3 , Yasushi Nishihara 3 , Seiji Suga 1
Affiliation  

Efficient syntheses of benzodithienofuran (BDTF; [1]benzothieno[3,2‐b]thieno[2,3‐d]furan) and benzodithienothiophene (BDTT; [1]benzothieno[3,2‐b]thieno[2,3‐d]thiophene) were achieved by the combination of an addition‐elimination reaction, reduction, and Pd‐catalyzed dehydrogenative cyclization. We also achieved the synthesis of π‐extended BDTF and BDTT derivatives through the use of coupling reactions. The detailed physical properties of these compounds were investigated. The newly synthesized BDTFs exhibited strong fluorescence compared with BDTTs. 2,2′‐Bis([1]benzothieno[3,2‐b]thieno[2,3‐d]furan) (BBTTF) exhibited p‐type organic field‐effect transistor (OFET) properties.

中文翻译:

[1] Benzothieno [3,2-b] thieno [2,3-d]呋喃和[1] Benzothieno [3,2-b] thieno [2,3-d]噻吩的有效合成和性质

高效合成苯并二硫代呋喃(BDTF; [1] benzothieno [3,2- b ] thieno [2,3- d ]呋喃)和苯并二硫代噻吩(BDTT; [1] benzothienono [3,2- b ] thieno [2,3- d ]噻吩)是通过加成消除反应,还原反应和Pd催化的脱氢环化反应实现的。我们还通过偶联反应实现了π扩展的BDTF和BDTT衍生物的合成。研究了这些化合物的详细物理性质。与BDTTs相比,新合成的BDTFs显示出强荧光。2,2'-Bis([1] benzothieno [3,2- b ] thieno [2,3- d ]呋喃)(BBTTF)表现为p类型的有机场效应晶体管(OFET)属性。
更新日期:2018-06-14
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