Related Experiment Video
Updated: Jul 4, 2025

Synthesis of 1,2-Azaborines and the Preparation of Their Protein Complexes with T4 Lysozyme Mutants
Published on: March 25, 2017
Azaborahelicene fluorophores derived from four-coordinate N,C-boron chelates: synthesis, photophysical and
Pablo Vázquez-Domínguez1,2, José Francisco Rizo1, Jesús F Arteaga3
1Institute for Chemical Research (CSIC-US) C/Américo Vespucio 49 E-41092 Seville Spain abel.ros@iiq.csic.es.
Abstract:
A series of six azaborahelicenes with varying electron-donor substitution at the 4-position of the aryl residue (i.e., naphthyl) or with variable π-extension of the aryl residue (thianthrenyl, anthryl, pyrenyl) was prepared with an efficient and flexible synthetic protocol. These different types of functionalization afforded notably pronounced intramolecular charge-transfer (ICT) character for the dyes with the strongest electron donor substitution (NMe2) or easiest to oxidize aryl residues, as evidenced by photophysical investigations. These effects also impact the corresponding chiroptical properties of the separated M- and P-enantiomers, which notably display circularly polarized luminescence (CPL) with dissymmetry factors in the order of magnitude of 10-4 to 10-3. Theoretical calculations confirm the optical spectroscopy data and are in agreement with the proposed involvement of ICT processes.
More Related Videos
Related Concept Videos
Variables Affecting Phosphorescence and Fluorescence
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene
Hybridization of Atomic Orbitals I

![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)