TMSCN-Promoted Difunctionalization of Alkenes for the Synthesis of Alcohol Derivatives.

A TMSCN-promoted difunctionalization of styrenes with CHCl and TBHP is reported via the radical addition/cross coupling process. A wide range of dichloromethylsubstituted alcohol derivatives were synthesized under transition-metal-free conditions. Besides, this method is also applicable to unactive alkenes.

TBHP Mediated C-N Bond Cleavage of Tertiary Amines toward the Synthesis of Oxalamides and α,β-Epoxy Amides.

An efficient and convenient method for the synthesis of oxalamides by the reaction of β-ketoamides with tertiary amines and TBHP was developed. A variety of β-ketoamides and tertiary amines substrates were well-tolerated in this transformation. Based on the control experiments, a plausible mechanism for this reaction was proposed that involved the tandem oxidation/amination process.

Highly Selective Synthesis of 2--Butoxy-1-Arylethanones via Copper(I)-Catalyzed Oxidation/-Butoxylation of Aryl Olefins with TBHP.

A practical and environmentally friendly protocol for the selective oxidation of aryl olefins to arylethanone derivatives by using a Cu(I) catalyst and -butyl hydroperoxide (TBHP) has been developed. A series of 2--butoxy-1-arylethanones were obtained in moderate to good yields under mild conditions with high selectivity. In this method, TBHP acts not only as an oxidant but also as the -butoxy and carbonyl oxygen sources.

Reversible transformation of self-assemblies and fluorescence by protonation-deprotonation in pyrimidinylene-phenylene macrocycles.

We describe herein that the self-assembled nanoobjects based on pyrimidinylene-phenylene macrocycles, 1 and 2, which possess the capability to respond to acid-stimuli by proton binding, can undergo reversible transformation of self-assemblies and fluorescence switching by protonation-deprotonation.

Size-selective recognition by a tubular assembly of phenylene-pyrimidinylene alternated macrocycle through hydrogen-bonding interactions.

Study of artificial tubular assemblies as a useful host scaffold for size-selective recognition and release of guest molecules is an important subject in host-guest chemistry. We describe well-defined self-assembled nanotubes (NT6mer) formed from π-conjugated m-phenylene-pyrimidinylene alternated macrocycle 16mer that exhibit size-selective recognition toward a specific aromatic acid. In a series of guest molecules, a size-matched trimesic acid (G3) gives inclusion complexes (NT6mer⊃G3) in dichloromethane resulting in an enhanced and red-shifted fluorescence.