Pregled bibliografske jedinice broj: 200900
Gas Phase Deprotonation Study of Naphtho[a]cyclobutenone and Naphtho[b]cyclobutenone
Gas Phase Deprotonation Study of Naphtho[a]cyclobutenone and Naphtho[b]cyclobutenone // 10th European Symposium on Organic Reactivity : Book of Abstracts / Speranza, Maurizio (ur.).
Rim, 2005. str. 91-91 (predavanje, nije recenziran, sažetak, znanstveni)
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Naslov
Gas Phase Deprotonation Study of Naphtho[a]cyclobutenone and Naphtho[b]cyclobutenone
Autori
Eckert-Maksić, Mirjana ; Vazdar, Mario ; Glasovac, Zoran ; Fattahi, A. ; Kass, S.R.
Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni
Izvornik
10th European Symposium on Organic Reactivity : Book of Abstracts
/ Speranza, Maurizio - Rim, 2005, 91-91
Skup
European Symposium on Organic Reactivity (10 ; 2005)
Mjesto i datum
Rim, Italija, 25.07.2005. - 30.07.2005
Vrsta sudjelovanja
Predavanje
Vrsta recenzije
Nije recenziran
Ključne riječi
naphtho[a]cyclobutenone; naphtho[b]cyclobutenone
Sažetak
Structure and reactivity of the conjugate bases of naphtho[a]- (1) and naphtho[b]cyclobutenone (2) are of considerable interest in view of their potential antiaromatic character, which should considerably affect their properties. In this contribution we report results of a Fourier transform mass spectrometry study and ab initio calculations of these anions. The anion 1a was generated by deprotonation of 1 by fluoride ion. Under similar conditions deprotonation of 2 with a strong base (e.g. OH^-) led to a mixture of enolate anion 2a and the conjugate base of naphthyl ketene (2b). The gas phase energetic data of the studied species (PA, EA, BDE(C-H)), as obtained by the bracketing techniques and thermodynamic cycles, will be discussed and compared with the previously published results for the benzocyclobutenone enolate. In addition, mechanism of formation of 2b will be elaborated.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
