Synthesis of 1,3-Diphenyl-6-alkyl/aryl-Substituted Fulvene Chromophores: Observation of 蟺鈥撓€ Interactions in a 6-Pyrene-Substituted 1,3-Diphenylfulvene
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- 作者：Andrew J. Peloquin ; Rebecca L. Stone ; Sarah E. Avila ; Erlyn R. Rudico ; Christopher B. Horn ; Kim A. Gardner ; David W. Ball ; Jane E. B. Johnson ; Scott T. Iacono ; Gary J. Balaich
- 刊名：The Journal of Organic Chemistry
- 出版年：2012
- 出版时间：July 20, 2012
- 年：2012
- 卷：77
- 期：14
- 页码：6371-6376
- 全文大小：352K
- 年卷期：v.77,no.14(July 20, 2012)
- ISSN：1520-6904
文摘
The synthesis, structural, and electronic properties of nine 1,3-diphenyl-6-alkyl/aryl substituted pentafulvenes were studied. Pyrene ring 蟺鈥撓€ interactions were revealed from analysis of the experimental crystal packing of 1,3-diphenyl-6-(1-pyrene)fulvene and supporting DFT calculations. Photophysical properties derived from UV鈥搗is and fluorescence emission measurements demonstrated tunable and low HOMO鈥揕UMO band gaps for the series. The presented results point to a model synthetic approach for incorporation of extended 蟺 systems and donor-蟺-acceptor groups for fulvene-based electronic materials.