Constructing a Nonfluorescent Conformation of AIEgen: A Tetraphenylethene Embedded in the Calix[4]arene's Skeleton

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• 作者：Bin Han ; Dr. Xi Wang ; Yan Gao and Dr. Ming Bai
• 刊名：Chemistry - A European Journal
• 出版年：2016
• 出版时间：November 2, 2016
• 年：2016
• 卷：22
• 期：45
• 页码：16037-16041
• 全文大小：2231K
• ISSN：1521-3765

文摘

Two novel 1,1-diphenylmethylidene decorated calix[4]arenes, (Calix-DPE(OCH₃)₄ and Calix-DPE(OH)₄), were designed and prepared. The tetraphenylethene (TPE) unit is embedded in the calix[4]arenes skeleton, so the conformation of tetraphenylethene unit is significantly affected by the conformation of calix[4]arene. Unlike the Calix-DPE(OCH₃)₄, the Calix-DPE(OH)₄ does not show the aggregation-induced emission (AIE) phenomena in solution or the crystal state because of the presence of intramolecular hydrogen bonding, which leads to a cone conformation for the calix[4]arene skeleton in which the embedded phenyl rings of the TPE have to take an almost perpendicular configuration to the C=C bond. This result provides direct evidence that the maximal cross-chromophore π-conjugation within the tetraphenylethene is one of the prerequisites of switching on its AIE. This offers the possibility of switching the emission of TPE by conformation changes.