Towards the synthesis of insulated oligoynes: A ring-closing-metathesis approach to molecular encapsulation

Autor: Benson M. Kariuki, Liam R. Cox, Simon M. E. Simpkins
Rok vydání: 2006
Předmět:
Zdroj: Journal of Organometallic Chemistry. 691:5517-5523
ISSN: 0022-328X
Popis: Masked hexayne 18 was prepared in 11 steps from commercially available reagents. The four butenyl substituents contained within the two arylsilane residues in 18 have been used in a double ring-closing-metathesis operation in an attempt to encapsulate the π-conjugated framework. When 18 was treated with Grubbs’ 1st generation metathesis catalyst however, double ring-closing metathesis provided macrocycle 19 as the major product in good yield. Reasons why the macrocycle in 19 crowns, rather than encapsulates, the π-conjugated framework are discussed.
Databáze: OpenAIRE