A General Thermolabile Protecting Group Strategy for Organocatalytic Metal−Organic Frameworks

Citations Over TimeTop 1% of 2011 papers

Abstract

We present a general strategy for incorporating organocatalytic moieties into metal-organic frameworks (MOFs). The organocatalytic units are protected by a thermolabile protecting group during MOF synthesis and then unveiled by a simple postsynthetic heating step. The strategy is exemplified using a thermolabile tert-butoxycarbonyl (Boc) protecting group for a proline moiety, the removal of which endows the resulting cubic zinc(II) IRMOF with catalytic activity for asymmetric aldol reactions. The bulky Boc groups also prevent framework interpenetration, producing open MOFs that can admit relatively large substrates.

Related Papers

• → Organocatalysis of asymmetric aldol reaction. Catalysts and reagents(2009)113 cited
• → Solvent-Free Enantioselective Organocatalyzed Aldol Reactions(2014)17 cited
• → Developing Novel Organocatalyzed Aldol Reactions for the Enantioselective Synthesis of Biologically Active Molecules(2011)16 cited
• → Investigation of proline derivatives for the efficient organocatalysis of an Aldol type reaction in supercritical CO2(2013)
• → Studies in Organocatalyzed Direct Aldol Reactions under Solvent-Free Conditions(2013)