DABCO as a Dynamic Hinge between Cofacial Porphyrin Panels and Its Tumbling inside a Supramolecular Cavity

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• 作者：Soumen K. Samanta ; Debabrata Samanta ; Jan W. Bats ; Michael Schmittel
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：September 16, 2011
• 年：2011
• 卷：76
• 期：18
• 页码：7466-7473
• 全文大小：1041K
• 年卷期：v.76,no.18(September 16, 2011)
• ISSN：1520-6904

文摘

The heteroleptic supramolecular double-decker porphyrin 1 was synthesized with DABCO as a guest between two cofacial porphyrin units as characterized by ¹H NMR and ESI-MS. While DABCO is not seen to tumble inside the cavity, even at higher temperatures (80 掳C), such motion was triggered upon addition of various coordinating ligands (quinuclidine, 4-bromopyridine, or excess of DABCO). Different stoichiometric amounts were needed depending on the n donor quality of the added ligands to initiate tumbling of the 鈥渋nside鈥?DABCO. As demonstrated in an example with excess DABCO, the tumbling was stopped by lowering the temperature to 鈭?0 掳C.