Synthesis of Redshifted Azobenzene Photoswitches by Late-Stage Functionalization

• Published in: Chemistry : a European journal Vol. 22; no. 13; pp. 4364 - 4368
• Main Authors: Konrad, David B., Frank, James A., Trauner, Dirk
• Format: Journal Article
• Language: English
• Published: WEINHEIM Blackwell Publishing Ltd 18.03.2016; Wiley; Wiley Subscription Services, Inc
• Subjects: Activation; Azo Compounds - chemical synthesis; Azo Compounds - chemistry; azobenzene; Capsaicin receptors; Catalysis; Cations; Channels; Chemistry; Chemistry, Multidisciplinary; Chlorination; Construction; C−H activation; Halogenation; Hydrogen Bonding; ion channels; Isomerism; Isomerization; Light; Light effects; Optical control; Palladium; Photochemical Processes; photopharmacology; Physical Sciences; Red shift; Science & Technology; Synthesis; TRPV Cation Channels - chemistry; Wavelengths; azobenzene; RECEPTOR; COORDINATION; halogenation; ion channels; AZO-COMPOUNDS; OPTICAL CONTROL; ORTHO-HALOGENATION; C-H activation; CATALYTIC METHOD; CHANNEL; GLUTAMATE; IN-VIVO; FLUOROAZOBENZENES; photopharmacology; C−H activation

Azobenzenes are versatile photoswitches that can be cycled between their trans‐ and cis‐configuration with light. The wavelengths required for this isomerization are substantially shifted from the UV to the visible range through tetra‐ortho‐chlorination. These halogenated azobenzenes display unique...