Hinged bis-porphyrin scaffolds I. The synthesis of a new porphyrin diene and its role in constructing hinged porphyrin dyads and cavity systems (CROSBI ID 146782)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Tang, Hesheng ; Dong, Zemin ; Merican, Zul ; Margetić, Davor ; Marinić, Željko ; Gunter, Maxwell, J. ; Officer, David ; Butler, Douglas N. ; Warrener, Ronald N.
engleski
Hinged bis-porphyrin scaffolds I. The synthesis of a new porphyrin diene and its role in constructing hinged porphyrin dyads and cavity systems
Norbornene building BLOCKs formed by the reaction of porphyrin 1, 3-dienes with norbornadiene or dimethyl tricyclo[4.2.1.02, 5]nona-2, 7-diene-3, 4-dicarboxylate were coupled with an ester-activated cyclobutene epoxide BLOCK to afford the first examples of hinged porphyrin-spacer-acceptor dyads. Similar dual coupling with a bis-(cyclobutene epoxide) formed doubly-hinged POR-spacer-POR scaffolds separated by up to 16s-bonds. The ability of the doubly-hinged ZnPOR-16s-ZnPOR scaffold to adopt cavity-shaped conformations was indicated by semiempirical AM1 calculations of these conformationally flexible bis-porphyrin scaffolds.
porphyrins ; cycloaddition ; Diels-Alder ; supramolecular
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