Macrocyclic Molecular Rotors with Bridged Steroidal Frameworks

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• 作者：Dorota Czajkowska-Szczykowska ; Braulio Rodr铆guez-Molina ; Nancy E. Maga帽a-Vergara ; Rosa Santillan ; Jacek W. Morzycki ; Miguel A. Garcia-Garibay
• 刊名：The Journal of Organic Chemistry
• 出版年：2012
• 出版时间：November 16, 2012
• 年：2012
• 卷：77
• 期：22
• 页码：9970-9978
• 全文大小：443K
• 年卷期：v.77,no.22(November 16, 2012)
• ISSN：1520-6904

文摘

In this work, we describe the synthesis and solid-state dynamics of isomeric molecular rotors 7E and 7Z, consisting of two androstane steroidal frameworks linked by the D rings by triple bonds at their C17 positions to a 1,4-phenylene rotator. They are also linked by the A rings by an alkenyl diester bridge to restrict the conformational flexibility of the molecules and reduce the number of potential crystalline arrays. The analysis of the resulting molecular structures and packing motifs offered insights of the internal dynamics that were later elucidated by means of line shape analyses of the spectral features obtained through variable-temperature solid-state ¹³C NMR; such analysis revealed rotations in the solid state occurring at kilohertz frequency at room temperature.