RESUMEN
In this work, we report the reactivity of various annulated borole derivatives toward chalcogen (O, S, and Se) insertion. Among a series of 9-borafluorenes with different boron substituents (Ph, Br, or o-carboranyl) and a mixed thiophene-benzene-fused derivative, only the 9-o-carboranyl-substituted 9-borafluorene yielded the complete set of chalcogen-containing heteroarenes, including the first 1,2-selenaborinine derivative. To evaluate the aromaticity of this heterocyclic analogue of phenanthrene, nucleus-independent chemical shift (NICS) values were computed and compared to those of its lighter group 16 congeners.
RESUMEN
9-Aluminafluorenes have only been sparingly investigated and their properties still remain largely unexplored. Herein, we report the synthesis of five aluminafluorene derivatives with a diverse array of aluminium substituents and probe their Lewis acid properties and reactivity. We show that 9-bromo-9-aluminafluorene readily forms Lewis acid-base adducts with N-heterocyclic carbenes (NHCs), cyclic (alkyl)(amino)carbenes (CAACs) and pyridines and that it undergoes a selective ring expansion reaction with the iminoborane tBuN[triple bond, length as m-dash]BMes to give a seven-membered ring, which can be viewed as a boron-nitrogen analogue of alumepins.
RESUMEN
A simple and efficient microwave-assisted synthesis of asymmetric pentamethine cyanine dyes with various functional groups was developed, which allows high-yielding results. The synthesized dyes are modifiable and suitable for single-molecule imaging in biological and medical sciences by application of click chemistry or classic esterification and amidation.
