Technische Universität Braunschweig, Institut für Organische Chemie, Hagenring 30, 38106 Braunschweig (Germany) http://www.werzlab.de.
Angew Chem Int Ed Engl. 2015 Jan 19;54(4):1331-5. doi: 10.1002/anie.201408637. Epub 2014 Dec 21.
A novel type of π-helicenes is reported, in which the π-system is truncated to an all-s-cis all-Z oligoene chain. A domino sequence was developed, consisting of up to four consecutive carbopalladation reactions and a terminal Stille cross-coupling, to generate these entities in one step from the respective linear oligoynes. Despite the minimal π-system, very high optical rotation values were encountered for the single enantiomers. X-ray crystallography confirmed their screw-shaped structure.
报道了一种新型的π-螺旋体,其中π体系被截断为全顺式全 Z-齐聚物链。开发了一种级联序列,包括多达四个连续的碳钯化反应和一个末端 Stille 交叉偶联反应,可从相应的直链齐聚物一步生成这些化合物。尽管π体系很小,但单一对映异构体的旋光值非常高。X 射线晶体学证实了它们的螺旋结构。