Iron(III) Chloride Promoted Cyclization: A Facile Approach to Polycyclic Aromatics for Functional Materials

Yue Cao; Xiao-Ye Wang; Jie-Yu Wang; Jian Pei

doi:10.1055/s-0033-1340324

Synlett, Inhaltsverzeichnis

Synlett 2014; 25(3): 313-323
DOI: 10.1055/s-0033-1340324

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Iron(III) Chloride Promoted Cyclization: A Facile Approach to Polycyclic Aromatics for Functional Materials

Yue Cao

Beijing National Laboratory for Molecular Sciences, the Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Melecular Engineering, Peking University, Beijing 100871, P. R. of China eMail: jieyuwang@pku.edu.cn eMail: jianpei@pku.edu.cn

,

Xiao-Ye Wang

Beijing National Laboratory for Molecular Sciences, the Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Melecular Engineering, Peking University, Beijing 100871, P. R. of China eMail: jieyuwang@pku.edu.cn eMail: jianpei@pku.edu.cn

,

Jie-Yu Wang*

Beijing National Laboratory for Molecular Sciences, the Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Melecular Engineering, Peking University, Beijing 100871, P. R. of China eMail: jieyuwang@pku.edu.cn eMail: jianpei@pku.edu.cn

,

Jian Pei*

Beijing National Laboratory for Molecular Sciences, the Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Melecular Engineering, Peking University, Beijing 100871, P. R. of China eMail: jieyuwang@pku.edu.cn eMail: jianpei@pku.edu.cn

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Abstract

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Abstract

Polycyclic aromatics have attracted much research interest owing to their promising applications in supramolecular chemistry and organic electronics. Much research focuses on developing novel polycyclic aromatics with diverse properties. Among various synthetic methodologies for constructing polycyclic aromatics, iron(III) chloride (FeCl₃) promoted cyclization has been extensively utilized in the synthesis of such organic π-conjugated materials. In this account, we summarize investigations of the FeCl₃-promoted cyclization reaction, the construction of a series of polycyclic aromatics through this method, and the applications of such compounds in thin-film transistors and functional nanomaterials and nanodevices.

1 Introduction

2 Synthetic Considerations

3 Sulfur-Containing Heteroarenes for Thin-Film Transistors

4 Large Heteroarenes for Nanomaterials and Nanodevices

5 Summary and Outlook

Key words

polycycles - heterocycles - ring-fused systems - self-assembly - supramolecular chemistry

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