A new and rapid approach to [5]helicenes is described. A central feature is the use of a sequential, non-reducing radical cyclisation reaction of (Z,Z)-1,4-bis(2-iodostyryl)benzene derivatives, viz. 31, mediated by tributyltin hydride.
โฆ LIBER โฆ
[5]Helicenes by iterative radical cyclisations to arenes
โ Scribed by David C Harrowven; Michael I.T Nunn; David R Fenwick
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 61 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
The paper describes a synthesis of 1,2,3,12,13,14-hexamethoxy[5]helicene 1. The synthesis features two sp 2 -sp 2 bond forming reactions, each involving a 6-exo/endo-trig cyclisation of an aryl radical intermediate to an arene.
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