In our continuing studies concerning the versatility of the acid-catalyzed conversion of cinnamates to calix[4]resorcinarenes, we have demonstrated that 2,6-dimethoxycinnamic acid ethyl ester 3 undergoes an interesting rearrangement to afford the same calix[4]resorcinarenes as those obtained from the 2,4-dimethoxy isomer 1. The experimental results were substantiated by molecular mechanics calculations.

SYNTHESIS OF C-ALKYL CALIX[4]ARENES .3. ACID-CATALYZED REARRANGEMENT OF 2,6-DIMETHOXYCINNAMATE PRIOR TO TETRAMERIZATION TO CALIX[4]ARENES / Botta, Bruno; G., Dellemonache; M. C., De; Angela, Carbonetti; E., Gacsbaitz; Maurizio, Botta; Federico, Corelli; Domenico, Misiti. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 60:12(1995), pp. 3657-3662. [10.1021/jo00117a015]

SYNTHESIS OF C-ALKYL CALIX[4]ARENES .3. ACID-CATALYZED REARRANGEMENT OF 2,6-DIMETHOXYCINNAMATE PRIOR TO TETRAMERIZATION TO CALIX[4]ARENES

BOTTA, Bruno;
1995

Abstract

In our continuing studies concerning the versatility of the acid-catalyzed conversion of cinnamates to calix[4]resorcinarenes, we have demonstrated that 2,6-dimethoxycinnamic acid ethyl ester 3 undergoes an interesting rearrangement to afford the same calix[4]resorcinarenes as those obtained from the 2,4-dimethoxy isomer 1. The experimental results were substantiated by molecular mechanics calculations.
1995
01 Pubblicazione su rivista::01a Articolo in rivista
SYNTHESIS OF C-ALKYL CALIX[4]ARENES .3. ACID-CATALYZED REARRANGEMENT OF 2,6-DIMETHOXYCINNAMATE PRIOR TO TETRAMERIZATION TO CALIX[4]ARENES / Botta, Bruno; G., Dellemonache; M. C., De; Angela, Carbonetti; E., Gacsbaitz; Maurizio, Botta; Federico, Corelli; Domenico, Misiti. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 60:12(1995), pp. 3657-3662. [10.1021/jo00117a015]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/467691
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