π‐Helicenes Truncated to a Minimum: Access Through a Domino Approach Involving Multiple Carbopalladations and a Stille Coupling |
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| Authors: | M.Sc. Bastian Milde Dr. Markus Leibeling M.Sc. Martin Pawliczek Prof. Dr. Jörg Grunenberg Prof. Dr. Peter G. Jones Prof. Dr. Daniel B. Werz |
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| Affiliation: | 1. Technische Universit?t Braunschweig, Institut für Organische Chemie, Hagenring 30, 38106 Braunschweig (Germany) http://www.werzlab.de;2. Technische Universit?t Braunschweig, Institut für Anorganische und Analytische Chemie, Hagenring 30, 38106 Braunschweig (Germany) |
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| Abstract: | 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. |
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| Keywords: | carbopalladation domino reaction helicenes |
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