Cyclopentannulation and cyclodehydrogenation of isomerically pure 5,11-dibromo-anthradithiophenes leading to contorted aromatics†,Chemical Communications

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Cyclopentannulation and cyclodehydrogenation of isomerically pure 5,11-dibromo-anthradithiophenes leading to contorted aromatics†
Chemical Communications ( IF 4.3 ) Pub Date : 2018-11-23 00:00:00 , DOI: 10.1039/c8cc07327a
Sambasiva R. Bheemireddy _{1,

2,

3} , Waseem A. Hussain _{1,

2,

3} , Ain Uddin _{1,

2,

3} , Yachu Du _{1,

2,

3} , Matthew P. Hautzinger _{1,

2,

3} , Paul V. Kevorkian _{1,

2,

3} , Frankie A. Petrie _{1,

2,

3} , Kyle N. Plunkett _{1,

2,

3}

Affiliation

Isomerically pure 5,11-dibromo-2,8-dihexylanthra[2,3-b:76-b′]dithiophene, a brominated analog of anthracenedithiophene (ADT), was prepared and utilized for a palladium catalyzed cyclopentannulation reaction with 3,3′-dimethoxy-phenylacetylene to give cyclopentannulated ADT (CP-ADTs). A further Scholl cyclodehydrogenation reaction gave contorted aromatics with large splay angles, low optical gaps, and low LUMOs.

中文翻译：

异构体纯的5,11-二溴-蒽噻吩的环戊烷化和环脱氢反应导致芳族化合物的变形†

制备了异构的纯5,11-二溴-2,8-二己基噻吩[2,3- b：76- b ']二噻吩，一种溴化的蒽二噻吩（ADT）类似物，并用于钯催化的3,3环戊环化反应′-二甲氧基-苯基乙炔，得到环戊环化的ADT（CP-ADTs）。进一步的Scholl环脱氢反应得到扭曲的芳烃，其具有大张角，低光学间隙和低LUMO。

更新日期：2018-11-23

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