Appending aromatic moieties at the para- and meta-position of calixarene phenol rings via p-bromodienone route |
| |
Authors: | Francesco Troisi Michele Carratù |
| |
Institution: | Dipartimento di Chimica, Università di Salerno, Via Ponte don Melillo, I-84088 Fisciano, Salerno, Italy |
| |
Abstract: | The silver-mediated nucleophilic substitution on calixarene p-bromodienone derivatives (the ‘p-bromodienone route’) with activated aromatic substrates allows the introduction of aromatic moieties at the para- or meta-position of calixarene aromatic rings. Less reactive substrates mainly afford C-O para-coupled derivatives, while more activated ones mainly give inherently chiral, C-C meta-coupled products through a dienone-phenol rearrangement of the intermediate dienone derivative. Examples of C-C para-coupling and O-C coupling at the endo calixarene oxygen atom were also observed. |
| |
Keywords: | Calixarene exo-rim p-Bromodienone route Inherently chiral calixarenes Dienone-phenol rearrangement Meta-substituted calixarenes |
本文献已被 ScienceDirect 等数据库收录! |