Four-Fold Alkyne Benzannulation: Synthesis, Properties, and Structure of Pyreno[a]pyrene-Based Helicene Hybrids

被引：38

作者：

Bam, Radha ^{[1
]}

Yang, Wenlong ^{[1
]}

Longhi, Giovanna ^{[2
]}

Abbate, Sergio ^{[2
]}

Lucotti, Andrea ^{[3
]}

Tommasini, Matteo ^{[3
]}

Franzini, Roberta ^{[4
]}

Villani, Claudio ^{[4
]}

Catalano, Vincent J. ^{[1
]}

Olmstead, Marilyn M. ^{[5
]}

Chalifoux, Wesley A. ^{[1
]}

机构：

[1] Univ Nevada, Dept Chem, 1664 North Virginia St, Reno, NV 89557 USA

[2] Univ Brescia, Dipartimento Med Mol & Traslazionale, Viale Europa 11, I-25123 Brescia, Italy

[3] Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, Piazza Leonardo da Vinci 32, I-20133 Milan, Italy

[4] Univ Roma La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biologi, I-00185 Rome, Italy

[5] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 21期

基金：

美国国家科学基金会;

关键词：

ONE HUNDRED YEARS; CIRCULARLY-POLARIZED LUMINESCENCE; STEREOSELECTIVE SYNTHESES; PHOTOPHYSICAL PROPERTIES; CRYSTAL-STRUCTURES; PYRENE; PEROPYRENE; AROMATICS;

D O I：

10.1021/acs.orglett.9b03273

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of pyreno[a]pyrene-based helicene hybrids was achieved in good yield via a four-fold alkyne benzannulation reaction that was promoted by Bronsted acid. The molecules are configurationally locked, allowing the enantiomers to be separated using chiral HPLC so that their photophysical and chiroptical properties, including circular dichroism and circularly polarized luminescence, could be studied.

引用

页码：8652 / 8656

页数：5

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