Abstract
© 2016 Elsevier Ltd. All rights reserved. Two new organobridged silica-based materials have been prepared by sol-gel hydrolysis-condensation of ureido silyl derivatives of an enantiopure chiral trans 1,2-diaminocyclobutane and an achiral meso 1,2-diaminocyclobutane. The influence of the relative and absolute configuration of the stereogenic centers on the morphology and characterization parameters of the resulting materials has been studied. A right-handed helical shape has been observed for the material obtained starting from the meso-cis diamine whereas the material obtained from the chiral trans diamine showed aggregation in the form of platelets. A preliminary experiment of a reduction of a ketone by hydride transfer reaction catalyzed by a rhodium complex embedded in an organic-inorganic hybrid silica is also reported.
Original language | English |
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Pages (from-to) | 2913-2919 |
Journal | Tetrahedron |
Volume | 72 |
Issue number | 22 |
DOIs | |
Publication status | Published - 2 Jun 2016 |
Keywords
- Bridged silsesquioxane
- Chirality
- Diaminocyclobutane
- Hybrid materials
- Sol-gel process