We have synthesized an amphiphilic rigid-flexible macrocycle (fcoil = 0.68) consisting of hexa-p-phenylene and aliphatic polyether chain. The macrocyclic molecule in bulk state self-organizes into a 2-D body-centered rectangular structure (a = 4.3 nm and b = 6.3 nm). In aqueous solution, the macrocycle self-assembles into well-defined ribbonlike aggregates with a rod tilt relative to the ribbon...

Macrocycle-to-framework strategy was explored to prepare covalent organic frameworks (COFs) using shape-persistent macrocycles as multitopic building blocks. We demonstrate well-ordered mesoporous 2D COFs (AEM–COF-1 and AEM–COF-2) can be constructed from tritopic arylene-ethynylene macrocycles, which determine the topology and modulate the porosity of the materials. According to PXRD analysis a...

Stable calixoxa- and calixthiasmaragdyrins containing three methine bridges and two direct bonds connecting the five pyrrole/heterocycle rings were synthesized by [3 + 2] condensation of dipyrromethane with 16-oxatripyrrane and 16-thiatripyrrane respectively under mild acid-catalyzed conditions. The compounds were characterized by HR-MS, 1D & 2D NMR, absorption and electrochemical techniques an...

A series of zinc complexes of phthalocyanine, naphthalocyanine and their aza-analogues with alkylsulfanyl substituents was synthesized and characterized by UV-vis and MCD spectroscopy, and their redox properties were investigated using CV, DPV, and SWV approaches as well as spectroelectrochemical methods. Aggregation, photostability, singlet oxygen production, and fluorescence quantum yields of...

Bicyclic peptides are promising scaffolds for the development of inhibitors of biological targets that proved intractable by typical small molecules. So far, access to bioactive bicyclic peptide architectures is limited due to a lack of appropriate orthogonal ring-closing reactions. Here, we report chemically orthogonal ring-closing olefin (RCM) and alkyne metathesis (RCAM), which enable an eff...

This paper reports on a combined spectroscopic and density functional theory study on a series of cyclo(diacetylenes-oligothiophenes) with different shapes and dimensions. The case of a macrocycle fragmented by the insertion of Pt metallic atoms is illustrated as well. The analysis covers the neutral and oxidized samples. A full assignment of the spectra has been proposed, supported by BP86/cc-...

The stereochemical features of 2,8,14,20-tetrakis(D-leucyl-D-valinamido)resorc[4]arenecarboxylic acid and the N-succinyl-L-alanyl-L-alanyl-L-prolyl-L-phenylalanine-4-nitroanilide polypeptide substrate were investigated by nuclear magnetic resonance spectroscopy. Proton selective relaxation parameters gave the basis for the inhibitory activity of resorcin[4]arene in the hydrolysis of the polypep...