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4‐Iodo‐1,2,3‐triazoles were synthesised via azide‐alkyne cycloaddition of alkynyl Grignard reagent and benzyl azide followed by iodination reaction. The aminocarbonylation and aryloxycarbonylation of 4‐iodo‐1,2,3‐triazoles were carried out in the presence of various N‐ and O‐nucleophiles, resulting in the corresponding triazole‐based 4‐carboxamides and 4‐esters, respectively. Both high‐yielding reactions were carried out under mild conditions (atmospheric CO pressure, 70 °C).

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5‐Carboxamidotriazoles were prepared in the palladium‐catalyzed aminocarbonylation of the corresponding iodotriazole using various amines as N‐nucleophiles under mild reaction conditions. The iodoheteroarene substrates were obtained in good yields in copper‐catalysed azide‐alkyne cycloaddition of iodoalkynes (2′‐iodophenylacetylene and ethyl iodopropiolate) and benzyl azide.

We report on the design, synthesis and characterization of a new class of multichromophoric cavitands based on resorcin [4]arenes. The novel compounds have exhibited high values of second-order nonlinear optical (NLO) properties, as evidenced by electric field-induced second harmonic generation (EFISHG) measurements. We proved for the first time that the gain in the quadratic hyperpolarizabilities of multichromophoric NLO macrocycles, originating from the near parallel orientations of the subchromophores, can be partially suppressed if the distance between the dipolar subunits falls into a specific range, where intramolecular cooperative and/or collective effects are operative. Our findings may contribute to the smart design of new molecular materials with promising NLO properties.2