摘要
Redox-driven molecular motion is an attractive alternative to light-driven processes. Here, the ability of an overcrowded alkene-based unimolecular light-driven rotary motor (A) to be driven by oxidation/reduction cycles is explored. We show that two-electron oxidation of A is followed by irreversible deprotonation and reduction to form a monocationic species D+, in which the stereogenic center is lost. This latter species was isolated through preparative electrolysis and its structure was confirmed by using single-crystal X-ray analysis. However, at short timescales and in the absence of Brønsted acids, these processes can be outrun and the oxidation of A to a dicationic species B2+ occurs, in which the central double bond (the axle of the molecular motor) becomes a single bond; when followed by rapid reduction, it results in the reformation of A, potentially in both its stable and unstable conformations. The latter conformation, if formed, undergoes thermal helix inversion, completing a rotary cycle. The data obtained regarding these reactions provide a window of opportunity for the motor to be driven electrochemically, without degradation from chemical reactions of the oxidized motor. .overlined { text-decoration: overline; } .struck { text-decoration:line-through; } .underlined { text-decoration:underline; } .doubleUnderlined { text-decoration:underline;border-bottom:1px solid #000; } View Full Article with Supporting Information (HTML) Enhanced Article (HTML) Get PDF (1541K)Get PDF (1541K) More content like thisFind more content: like this articleFind more content written by: Hella Logtenberg Jetsuda Areephong Jurica Bauer Auke Meetsma Ben L. Feringa Wesley R. Browne All Authors
摘要译文
氧化还原驱动的分子运动是一个有吸引力的替代灯驱动processesHere，拥挤的基于烯烃的单分子光驱动旋转马达（A）的能力，通过氧化/还原周期驱动的探讨我们表明，A的二 - 电子氧化之后是不可逆的去质子化和还原，以形成一个单阳离子物种ðSUP + / SUP，其中，立体中心丢失这后一种通过制备型电解分离和它的结构，通过使用单晶X射线analysisHowever确认在很短的时间尺度与在不存在的布朗斯台德酸，这些过程可以逃脱和A与双阳离子物种B中的氧化SUP 2 + / SUP发生，其中中央双键（分子马达的轴）变成单键;其次，当快速减少，这导致的改革，可能在这两个它的稳定和不稳定conformationsThe后者构象，如果形成的话，经过热螺旋反转，完成旋转周期关于这些反应而获得的数据提供了一个机会窗口电机被电化学驱动，而不降解从氧化马达的化学反应上划线{文字修饰：上划线; }竤卡车{文字装饰：线通过; }竨nderlined {文本装饰：下划线; }竏oubleUnderlined {文本装饰：下划线;下边框：1px的固体＃000;CLE（HTML）获取PDF（1541K）获取PDF（1541K）更多内容，如thisFind更多的内容：像这样的articleFind更多的内容写的：海拉Logtenberg Jetsuda Areephong尤里察鲍尔奥克Meetsma奔大号Feringa的韦斯利RBrowne所有的著者
Dr. Hella Logtenberg, Dr. Jetsuda Areephong, Dr. Jurica Bauer, Auke Meetsma, Prof. Dr. Ben L. Feringa and Prof. Dr. Wesley R. Browne[*];. Towards Redox-Driven Unidirectional Molecular Motion[J]. ChemPhysChem, 2016,17(12): 1895-1901