Senthil Kumar, K. ; Kumara Swamy, K. C. (2001) Ferrocenyl substituted chlorostilbenes and butadienes Journal of Organometallic Chemistry, 637-63 . pp. 616-620. ISSN 0022-328X
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00223...
Related URL: http://dx.doi.org/10.1016/S0022-328X(01)00978-0
Abstract
The readily accessible α-chlorophosphonates (OCH2CMe2CH2O)P(O)CH(Cl)---C6H4-4-R [1: R=Me (a), OMe (b), Cl (c), H (d)] react with ferrocenecarboxaldehyde in the presence of NaH [Horner-Wadsworth-Emmons reaction] to give good yields of ferrocenyl substituted chlorostilbenes. The novel bis ferrocenyl butadiene C5H5FeC5H4---CH=CH---C(CN)CHC5H4FeC5H5 (9) as well as the ferrocenyl 2-cyano-1,3-butadienes 4-R---C6H4---CH=CH---C(CN)=CHC5H4FeC5H5 [R=Me (10a), OMe (10b), Cl (10c)] have been obtained by using the new allylphosphonate (OCH2CMe2CH2O)P(O)CH2C(CN)=CHC5H4FeC5H5 (8); the latter compound was prepared in good yields by the reaction of the Baylis-Hillman adduct, C5H5FeC5H4CH(OH)C(CN)=CH2 (7), with the chlorophosphite (OCH2CMe2CH2O)PCl. The electrochemical behavior of the ferrocenyl compounds thus synthesized has been studied; two reversible one-electron processes are observed in the case of compound 9 suggesting a cooperative interaction between the two ferrocenyl residues.
Item Type: | Article |
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Source: | Copyright of this article belongs to Elsevier Science. |
Keywords: | Ferrocenyl Substituted Olefins; Horner-Wadsworth-Emmons Reaction; Baylis-Hillman Adducts |
ID Code: | 29661 |
Deposited On: | 23 Dec 2010 05:40 |
Last Modified: | 17 May 2016 12:28 |
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