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Kratko priopćenje
https://doi.org/10.5562/cca3553
Electrofugality of Some Ferrocenylphenylmethyl Cations
Sandra Jurić
; University of Zagreb, Faculty of Pharmacy and Biochemistry, Ante Kovačića 1, HR-10000 Zagreb, Croatia
Marijan Marijan
; University of Zagreb, Faculty of Pharmacy and Biochemistry, Ante Kovačića 1, HR-10000 Zagreb, Croatia
Olga Kronja
; University of Zagreb, Faculty of Pharmacy and Biochemistry, Ante Kovačića 1, HR-10000 Zagreb, Croatia
| Puni tekst: engleski, pdf (7 MB) | str. 307-313 | citiraj | |
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APA 6th Edition Jurić, S., Marijan, M. i Kronja, O. (2019). Electrofugality of Some Ferrocenylphenylmethyl Cations. Croatica Chemica Acta, 92 (2), 307-313. https://doi.org/10.5562/cca3553 MLA 8th Edition Jurić, Sandra, et al. "Electrofugality of Some Ferrocenylphenylmethyl Cations." Croatica Chemica Acta, vol. 92, br. 2, 2019, str. 307-313. https://doi.org/10.5562/cca3553. Citirano 27.11.2021. Chicago 17th Edition Jurić, Sandra, Marijan Marijan i Olga Kronja. "Electrofugality of Some Ferrocenylphenylmethyl Cations." Croatica Chemica Acta 92, br. 2 (2019): 307-313. https://doi.org/10.5562/cca3553 Harvard Jurić, S., Marijan, M., i Kronja, O. (2019). 'Electrofugality of Some Ferrocenylphenylmethyl Cations', Croatica Chemica Acta, 92(2), str. 307-313. https://doi.org/10.5562/cca3553 Vancouver Jurić S, Marijan M, Kronja O. Electrofugality of Some Ferrocenylphenylmethyl Cations. Croatica Chemica Acta [Internet]. 2019 [pristupljeno 27.11.2021.];92(2):307-313. https://doi.org/10.5562/cca3553 IEEE S. Jurić, M. Marijan i O. Kronja, "Electrofugality of Some Ferrocenylphenylmethyl Cations", Croatica Chemica Acta, vol.92, br. 2, str. 307-313, 2019. [Online]. https://doi.org/10.5562/cca3553 |
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Sažetak
The electrofugality scale has been extended with new substituted ferrocenylphenylmethyl cations 1-4. Ef values were determined by applying the linear free energy relationship (LFER): log k = sf (Ef + Nf). Due to ability of the ferrocene moiety to efficiently stabilize the positive charge, ferrocenylphenylmethyl cations constitute a group of very powerful electrofuges (Ef > 1). Impact of the phenyl group in ferrocenylphenylmethyl derivatives on stabilization of the positive charge is considerably leveled by the ferrocenyl group, so the rate effect of the alkyl substituents (methyl, ethyl and tert-butyl) on the phenyl ring is suppressed, causing narrow range of Ef parameters. Lack of breakdown of Hammett-Brown plot if the rates for the complete set of substrates 1–5 have been correlated, indicates that the ferrocenyl group in α-position diminishes the stabilizing effects of electron-donating substituents as well.
This work is licensed under a Creative Commons Attribution 4.0 International License.
Ključne riječi
electrofugality; nucleofugalty; ferrocenylphenylmethyl cation; solvolysis; substituent effect
Hrčak ID: 225522
URI
https://hrcak.srce.hr/225522
Moj profil
Srce