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Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives

SYSNO ASEP	0323582
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives
Title	Syntéza hexahelicenu a 1-methoxyhexahelicenu cykloizomerací bifenyly-naftalenů
Author(s)	Storch, Jan (UCHP-M)_{RID, ORCID, SAI} Sýkora, Jan (UCHP-M)_{RID, ORCID, SAI} Čermák, Jan (UCHP-M)_{RID, ORCID, SAI} Karban, Jindřich (UCHP-M)_{RID, ORCID, SAI} Císařová, I. (CZ) Růžička, A. (CZ)
Source Title	Journal of Organic Chemistry. - : American Chemical Society - ISSN 0022-3263 Roč. 74, č. 8 (2009), s. 3090-3093
Number of pages	4 s.
Language	eng - English
Country	US - United States
Keywords	helicenes ; cycloisomerization ; chiral
Subject RIV	CC - Organic Chemistry
R&D Projects	GA203/06/0738 GA ČR - Czech Science Foundation (CSF)
	LC06070 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
CEZ	AV0Z40720504 - UCHP-M (2005-2011)
UT WOS	000265073700023
DOI	10.1021/jo900077j
Annotation	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.
Workplace	Institute of Chemical Process Fundamentals
Contact	Eva Jirsová, jirsova@icpf.cas.cz, Tel.: 220 390 227
Year of Publishing	2009

Number of the records: 1