Preparation and Catalytic Activity of BINOL-Derived Silanediols: Preparation and Catalytic Activity of BINOL-Derived Silanediols
Preparation and Catalytic Activity of BINOL-Derived Silanediols: Preparation and Catalytic Activity of BINOL-Derived Silanediols
复制标题
BINOL 衍生的硅烷二醇的制备和催化活性： BINOL 衍生的硅烷二醇的制备和催化活性
DOI：
10.1002/ejoc.201403441
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发表时间：
2015
影响因子：
2.8
通讯作者：
Mattson, Anita E.
中科院分区：
文献类型：
--
作者：
Wieting, Joshua M.;Fisher, Thomas J.;Schafer, Andrew G.;Visco, Michael D.;Gallucci, Judith C.;Mattson, Anita E.
衍生自BINOL的对映体纯硅烷二醇是一种创新的立体选择性氢键供体（HBD）催化剂。结合到BINOL框架中的硅烷二醇是有吸引力的催化剂，因为它们易于获得且高度可定制。BINOL骨架的结构修饰影响硅烷二醇催化剂在甲硅烷基烯酮缩醛与N-酰基异喹啉鎓离子加成反应中的反应性和选择性。当硅烷二醇支架在4，4 ′-和6，6 ′-位被取代时，获得了最佳结果。本报告详细介绍了所选BINOL基硅烷二醇催化剂的性质，包括其酸度、结合常数和X射线晶体结构。
Enantiopure silanediols derived from BINOL are an innovative family of stereoselective hydrogen‐bond donor (HBD) catalysts. Silanediols incorporated into a BINOL framework are attractive catalysts, as they are readily accessible and highly customizable. Structural modifications of the BINOL backbone affect the reactivity and selectivity of the silanediol catalysts in the additions of silyl ketene acetals toN‐acyl isoquinolinium ions. The best results were obtained when the silanediol scaffold was substituted at the 4,4′‐ and 6,6′‐positions. This report includes details regarding the properties of selected BINOL‐based silanediol catalysts, including their acidities, binding constants, and X‐ray crystal structures.