CAS 1987900-95-7 3,7-Di(4-biphenyl) 1-naphthalene-10-phenoxazine

IUPAC Name

10-naphthalen-1-yl-3,7-bis(4-phenylphenyl)phenoxazine

Molecular Weight

613.74

Molecular Formula

C46H31NO

Canonical SMILES

C1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC4=C(C=C3)N(C5=C(O4)C=C(C=C5)C6=CC=C(C=C6)C7=CC=CC=C7)C8=CC=CC9=CC=CC=C98

InChI

InChI=1S/C46H31NO/c1-3-10-32(11-4-1)34-18-22-36(23-19-34)39-26-28-43-45(30-39)48-46-31-40(37-24-20-35(21-25-37)33-12-5-2-6-13-33)27-29-44(46)47(43)42-17-9-15-38-14-7-8-16-41(38)42/h1-31H

InChI Key

IGGSSEOAGCUGDJ-UHFFFAOYSA-N

Melting Point

171 °C

Purity

95%+

Appearance

Powder or crystals

Application

The 3,7-Di(4-biphenyl) 1-naphthalene-10-phenoxazine is designed as a phenoxazine-based organic photoredox catalyst with exceptional excited-state reductant capabilities, boasting advanced photophysical and electrochemical properties. It serves as a sustainable alternative to traditional ruthenium- or iridium-based photoredox catalysts. This innovative catalyst is particularly useful in applications such as photoredox-catalyzed atom transfer radical polymerization (ATRP), facilitating controlled polymer synthesis, and in various small molecule transformations like trifluoromethylation, atom transfer radical addition, and dual Nickel/photoredox catalyzed C-N and C-S cross-couplings. Developed in collaboration with the Miyake Research Group, this product exemplifies cutting-edge advancements in photoredox catalysis.

February 4, 2025

Highly Efficient Photoredox Catalyst for Research

I used 3,7-Di(4-biphenyl) 1-naphthalene-10-phenoxazine in our lab's polymerization studies. Its strong reductant properties outperform metal-based catalysts, ideal for ATRP and cross-coupling reactions. Highly recommend for sustainable chemistry applications.