Issue 6, 2012
From the journal:

CrystEngComm

Crystal structures and solid-state fluorescence of BODIPY dyes based on Λ-shaped Tröger's base†

He Xi,a   Chun-Xue Yuan,a   Ye-Xin Li,a   Yang Liua  and  Xu-Tang Tao*a  

* Corresponding authors

a State Key Laboratory of Crystal Materials, Shandong University, No.27 Shanda South Road, Jinan, P. R. China
E-mail: txt@icm.sdu.edu.cn
Fax: +86-531-88574135
Tel: +86-531-88364963

Abstract

Two Λ-shaped BODIPY dyes based on Tröger's base, 2,8-(6H,12H-5,11-methanodibenzo[b,f]diazocineylene)-di(4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene) (DFTMB) and 2,8-(6H,12H-5,11-methanodibenzo[b,f]diazocineylene)-di(4,4-difluoro-2,6-diethyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene) (DFDEB), were designed and synthesized. Both compounds exhibit intense fluorescence in dilute solution and polycrystalline powder form. From the crystal structure, the impact of the substitutions at the BODIPY core on the crystal packing mode, intermolecular π–π interactions and optical behavior is compared and discussed. The results indicate that the close π–π stacking in the crystalline state has been effectively inhibited by the twisted Λ-shaped Tröger's base.

Graphical abstract: Crystal structures and solid-state fluorescence of BODIPY dyes based on Λ-shaped Tröger's base

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Article information

DOI
https://doi.org/10.1039/C2CE06260G
Article type
Paper
Submitted
23 Sep 2011
Accepted
24 Nov 2011
First published
12 Jan 2012

CrystEngComm, 2012,14, 2087-2093

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Crystal structures and solid-state fluorescence of BODIPY dyes based on Λ-shaped Tröger's base

H. Xi, C. Yuan, Y. Li, Y. Liu and X. Tao, CrystEngComm, 2012, 14, 2087 DOI: 10.1039/C2CE06260G

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