69642-02-0Relevant academic research and scientific papers
Visible Light Mediated Bidirectional Control over Carbonic Anhydrase Activity in Cells and in Vivo Using Azobenzenesulfonamides
Aggarwal, Kanchan,Kuka, Timothy P.,Banik, Mandira,Medellin, Brenda P.,Ngo, Chinh Q.,Xie, Da,Fernandes, Yohaan,Dangerfield, Tyler L.,Ye, Elva,Bouley, Bailey,Johnson, Kenneth A.,Zhang, Yan Jessie,Eberhart, Johann K.,Que, Emily L.
supporting information, p. 14522 - 14531 (2020/10/13)
Two azobenzenesulfonamide molecules with thermally stable cis configurations resulting from fluorination of positions ortho to the azo group are reported that can differentially regulate the activity of carbonic anhydrase in the trans and cis configuratio
Mechanochemical oxidation of fluorinated anilines to symmetric azobenzenes
Andreosso, Ivan,Papagni, Antonio,Vaghi, Luca
, p. 124 - 127 (2018/11/10)
A solventless mechanochemical methodology for the oxidation of electron-poor fluorinated anilines to the corresponding symmetrical azo compounds has been developed. In this process phenyliodine(III)diacetate and inexpensive calcium hypochlorite demonstrat
Electrocatalytic Z → E Isomerization of Azobenzenes
Goulet-Hanssens, Alexis,Utecht, Manuel,Mutruc, Dragos,Titov, Evgenii,Schwarz, Jutta,Grubert, Lutz,Bléger, David,Saalfrank, Peter,Hecht, Stefan
supporting information, p. 335 - 341 (2017/05/16)
A variety of azobenzenes were synthesized to study the behavior of their E and Z isomers upon electrochemical reduction. Our results show that the radical anion of the Z isomer is able to rapidly isomerize to the corresponding E configured counterpart with a dramatically enhanced rate as compared to the neutral species. Due to a subsequent electron transfer from the formed E radical anion to the neutral Z starting material the overall transformation is catalytic in electrons; i.e., a substoichiometric amount of reduced species can isomerize the entire mixture. This pathway greatly increases the efficiency of (photo) switching while also allowing one to reach photostationary state compositions that are not restricted to the spectral separation of the individual azobenzene isomers and their quantum yields. In addition, activating this radical isomerization pathway with photoelectron transfer agents allows us to override the intrinsic properties of an azobenzene species by triggering the reverse isomerization direction (Z → E) by the same wavelength of light, which normally triggers E → Z isomerization. The behavior we report appears to be general, implying that the metastable isomer of a photoswitch can be isomerized to the more stable one catalytically upon reduction, permitting the optimization of azobenzene switching in new as well as indirect ways.
Synthesis of Azobenzenes Using N-Chlorosuccinimide and 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)
Antoine John, Alford,Lin, Qing
, p. 9873 - 9876 (2017/09/23)
A convenient method for the synthesis of symmetrical azobenzenes is reported. This one-step procedure involves treatment of anilines with N-chlorosuccinimide (NCS) and organic base 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). A wide range of commercially available substituted anilines readily participate in this reaction to produce the corresponding azobenzenes in moderate-to-excellent yields in minutes.
Ortho-Fluoroazobenzenes: Visible Light Switches with Very Long-Lived Z Isomers
Knie, Christopher,Utecht, Manuel,Zhao, Fangli,Kulla, Hannes,Kovalenko, Sergey,Brouwer, Albert M.,Saalfrank, Peter,Hecht, Stefan,Bléger, David
supporting information, p. 16492 - 16501 (2016/02/12)
Improving the photochemical properties of molecular photoswitches is crucial for the development of light-responsive systems in materials and life sciences. ortho-Fluoroazobenzenes are a new class of rationally designed photochromic azo compounds with opt
OXIDATION OF AROMATIC AMINES WITH CHROMYL CHLORIDE - I OXYDATION OF AROMATIC PRIMARY AMINES
Nallaiah, C.,Strickson, J. A.
, p. 4083 - 4088 (2007/10/02)
The oxidation of aromatic primary amines with chromyl chloride in carbon tetrachloride or chloroform, results in the formation of intermediate solid adducts (Etard adducts) which, on hydrolysis, give azobenzenes(1), 1,4-benzoquinones(2), anilino-1,4-benzoquinones(3), 1,4-benzoquinone anils(4) and anilino-1,4-benzoquinone anils(5) in yields which depend on the position, nature and degree of substitution of the ring.
