Modified α,α'-trehalose and d-glucose: green monomers for the synthesis of vinyl copolymers.

Allyl saccharide/vinyl copolymers were synthesized using renewable feedstocks (α,α'-trehalose and d-glucose) to obtain 'green monomers'. Properly designed synthetic procedures were used to obtain copolymers with high purity and without protection/deprotection steps in agreement with the principles of green chemistry and industrial sustainability. The use of saccharide derivatives as monomers allowed products to be obtained that showed high affinity and compatibility for the cellulosic substrates, like paper or wood, and that were suitable for applications like adhesion or consolidation in the field of cultural heritage. All reaction products were characterized by FT-IR and NMR spectroscopies and SEC analyses, while thermal properties were evaluated by DSC analyses.

Polyfunctionalized cage compounds by pericyclic domino processes of 4,5-dicyanopyridazine with dienes: applications and limits

The title compound 1 was found to behave as an attractive masked bis-diene to give 4-oxatricyclo[4.3.1.0(3,7)]dec-8-ene, 5-aza- and 5-silatricyclo[5.3.1.0(3,8)]undec-9-ene, tricyclo[3.2.1.0(2, 7)]oct-3-ene, and tricyclo[5.3.1.0(3,8)]undec-9-ene derivatives through purely pericyclic, three-step homodomino processes with diverse bis-dienophiles; whereas the reaction with myrcene (21) was characterized by a complete sitoselectivity affording compound 25, treatment of 1 with (R)-(-)-beta-citronellene (26a) gave a 3:1 mixture of the homochiral diastereomers 30a and 31a. Some limits of this methodology, mainly arising from competitive side reactions upon the key cyclohexa-1,3-diene intermediates, are emphasized. The structures of the new compounds were established on the basis of spectral data.