1259935-85-7

Upstream product

• 299962-88-2 2,3,6,7-tetrabromonaphthalene-1,4,5,8-tetracarboxylic dianhydride 
• 88-05-1 2,4,6-trimethylaniline 

Downstream Products

• 1259935-82-4 C₄₀H₄₂N₂O₄S₄ 
• 1352239-14-5 C₄₄H₄₂N₂O₈ 
• 1352239-15-6 N,N'-bis(mesityl)-2,3,6,7-tetrahydroxy-1,4,5,8-naphthalenediimide 
• 1352239-26-9 N,N'-bis(mesityl)-2,3;6,7-(OOBPh)2-1,4,5,8-naphthalenediimide 

Relevant academic research and scientific papers

Halogen-Bonded Assemblies of Arylene Imides and Diimides: Insight from Electronic, Structural, and Computational Studies

Halogen-bonding interactions in electron-deficient π scaffolds have largely been underexplored. Herein, the halogen-bonding properties of arylene imide/diimide-based electron-deficient scaffolds were studied. The influence of scaffold size, from small (phthalimide) to moderately sized (pyromellitic diimide or naphthalenediimides) to large (perylenediimide), axial-group modification, and number of halo substituents on the halogen bonding and its self-assembly was probed in a set of nine compounds. The structural modification leads to tunable optical and redox properties. The first reduction potential (Formula presented.) ranges between ?1.09 and ?0.17 V (vs. SCE). Two of the compounds, that is, 6 and 9, have deep-lying LUMOs with values reaching ?4.2 eV. Single crystals of all nine systems were obtained, which showed Br???O, Br???Br, or Br???π halogen-bonding interactions, and a few systems are capable of forming all three types. These interactions lead to halogen-bonded rings (up to 12-membered), which propagate to form stacked 1D, 2D, or corrugated sheets. A few outliers were also identified, for example, molecules that prefer C?H???O hydrogen bonding over halogen bonding, or noncentrosymmetric rather than centrosymmetric organization. Computational studies based on Atoms in Molecules and Natural Bond Orbital analysis provided further insight into the halogen-bonding interactions. This study can lead to a predictive design tool-box to further explore related systems on surfaces reinforced by these weak directional forces.

A chiral and colorful redox switch: Enhanced π acidity in action

Deep blue diving: π Acidities up to a new record of -4.74 eV are made possible with simple sulfur redox chemistry (see scheme). This attractive method is able to generate exceptional electron affinities and anion transport efficiencies for applications in optoelectronic devices, medicinal chemistry, and anion-π catalysis.