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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Visscher, Arne Hecht, Alexander Milde, Bastian Werz, Daniel B. Jones, Peter G. Grunenberg, Jörg Leibeling, Markus Stalke, Dietmar |
| Description | Author Affiliation: Milde B ( Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig (Germany).); Leibeling M ( Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig (Germany).); Hecht A ( Institut für Anorganische Chemie, Georg-August-Universität Göttingen, Tammannstraße 4, 37077 Göttingen (Germany).); Jones PG ( Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig (Germany).); Visscher A ( Institut für Anorganische Chemie, Georg-August-Universität Göttingen, Tammannstraße 4, 37077 Göttingen (Germany).); Stalke D ( Institut für Anorganische Chemie, Georg-August-Universität Göttingen, Tammannstraße 4, 37077 Göttingen (Germany).); Grunenberg J ( Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig (Germany).); Werz DB ( Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig (Germany). d.werz@tu-braunschweig.de.) |
| Abstract | A domino approach consisting of up to five consecutive steps to access either highly substituted dispiranes or π-helicenes from oligoyne chains is reported. The domino sequence consists of several carbopalladation reactions, a Stille cross-coupling to obtain the helicenes, and, depending on the steric demands of the helicene, a final 6π-electrocyclization to afford the dispiranes. Formally, the latter transformation contravenes the Woodward–Hoffmann rules, as revealed by X-ray crystallography of the dispirane. Additionally, the racemization barrier of the (Z,Z,Z)-triene-based helicene has been determined by a kinetic analysis and compared with results from density functional theory calculations. Characteristic points on the reaction coordinate were further analyzed according to their relaxed force constants (compliance constants). |
| ISSN | 09476539 |
| e-ISSN | 15213765 |
| Journal | Chemistry - A European Journal |
| Issue Number | 45 |
| Volume Number | 21 |
| Language | English |
| Publisher | Wiley-VCH;ChemPubSoc Europe |
| Publisher Date | 2015-11-02 |
| Publisher Place | Germany |
| Access Restriction | Open |
| Subject Keyword | Chemistry |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
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