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Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives
Authors: Štorch Jan | Sýkora Jan | Čermák Jan | Karban Jindřich | Císařová Ivana | Růžička Aleš
Year: 2009
Type of publication: článek v odborném periodiku
Name of source: Journal of Organic Chemistry
Publisher name: American Chemical Society
Place: Washington
Page from-to: 3090-3093
Titles:
Language Name Abstract Keywords
cze Syntesa hexahelicenu a 1-Methoxyhexahelicenu cestou cycloisomerizace biphenylyl-naphthalenových derivátů Nový přístup nonphotochemické syntézy z heliceneů je založený na snadném a modulárním shromáždění klíčových biphenylyl- naftalenů za katalýzy platinou cycloizomerizací. Tato sekvence reakcí poskytuje cestu k syntéze helicenů ve dvou krocích z snadno přístupných elementů. Vyvinutá strategie je doložená syntézou z 6,10 - dimethylhexahelicenu a 1 - methoxy -6,10-dimethylhexahelicenu hexaheliceny;1-methoxyhexaheliceny
eng Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives The new approach provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key biphenylyl-naphthalenes and their platinum-catalyzed double cycloisomerization. This sequence of reactions provides a synthetic route to helicenes in two steps from simply accessible building blocks. Furthermore, the method enables the introduction of substituents into the hexahelicene skeleton. The strategy developed is exemplified by the synthesis of 6,10-dimethylhexahelicene and 1-methoxy-6,10-dimethylhexahelicene. Hexahelicene;1-Methoxyhexahelicene