Synthesis of partially-bridged phosphonate and thiophosphonate resorcinarenes

Barbara Cantadori (1) , Paolo Betti (1) , Francesca Boccini (1) , Chiara Massera (2) , Enrico Dalcanale (3)

1 Organic and Industrial Chemistry
2 General, Inorganic, Analytical, and Physical Chemistry
3 Organic and Industrial Chemistry

The synthesis of partially-bridged thiophosphonate and phosphonate resorcinarenes is reported in this paper. Resorcinarenes functionalized at the upper rim with 2 or 3 P=X (X=S,O) bridges oriented towards the molecular cavity are obtained from the treatment of the corresponding [iiii] tetrasubstituted cavitand with 1,2-Dihydroxybenzene and base in DMF. This synthetic route selectively promoted the formation of one of the two disubstituted resorcinarenes, the AC-isomer. The crystal structure of the AC-dithiophosphonated resorcinarene 4 has been determined.

Mots clés: Physical Sciences

Barbara Cantadori, Paolo Betti, Francesca Boccini, Chiara Massera, Enrico Dalcanale. Synthesis of partially-bridged phosphonate and thiophosphonate resorcinarenes. Supramolecular Chemistry, 2008, 20 (01-02), pp.29-34. ⟨10.1080/10610270701798803⟩. ⟨hal-00513526⟩