N,N鈥?Dicyanoquinone Diimide-Derived Donor鈥揂cceptor Chromophores: Conformational Analysis and Optoelectronic Properties
详细信息 查看全文
- 作者：Melanie Chiu ; Bernhard Jaun ; Marten T. R. Beels ; Ivan Biaggio ; Jean-Paul Gisselbrecht ; Corinne Boudon ; W. Bernd Schweizer ; Milan Kivala ; Fran莽ois Diederich
- 刊名：Organic Letters
- 出版年：2012
- 出版时间：January 6, 2012
- 年：2012
- 卷：14
- 期：1
- 页码：54-57
- 全文大小：747K
- 年卷期：v.14,no.1(January 6, 2012)
- ISSN：1523-7052
文摘
A formal [2 + 2] cycloaddition鈥揷ycloreversion (CA鈥揅R) between N,N鈥?/i>-dicyanoquinone diimides (DCNQIs) and electron-rich alkynes was explored, providing a new class of 蟺-conjugated donor鈥揳cceptor chromophores. These DCNQI adducts exist in the solid state as single diastereoisomers, but as two interconverting diastereoisomers in solution. Solid- and solution-state evidence for intramolecular charge transfer (CT) was obtained; additionally, the DCNQI adducts exhibit positive solvatochromism and significant solution-state third-order polarizabilities.