939799-29-8Relevant articles and documents
Catalysis of a 1,3-dipolar reaction by distorted DNA incorporating a heterobimetallic platinum(II) and copper(II) complex
Rivilla, Iván,De Cózar, Abel,Sch?fer, Thomas,Hernandez, Frank J.,Bittner, Alexander M.,Eleta-Lopez, Aitziber,Aboudzadeh, Ali,Santos, José I.,Miranda, José I.,Cossío, Fernando P.
, p. 7038 - 7046 (2017)
A novel catalytic system based on covalently modified DNA is described. This catalyst promotes 1,3-dipolar reactions between azomethine ylides and maleimides. The catalytic system is based on the distortion of the double helix of DNA by means of the formation of Pt(ii) adducts with guanine units. This distortion, similar to that generated in the interaction of DNA with platinum chemotherapeutic drugs, generates active sites that can accommodate N-metallated azomethine ylides. The proposed reaction mechanism, based on QM(DFT)/MM calculations, is compatible with thermally allowed concerted (but asynchronous) [π4s + π2s] mechanisms leading to the exclusive formation of racemic endo-cycloadducts.
Axially chiral BINIM and Ni(II)-catalyzed highly enantioselective 1,3-dipolar cycloaddition reactions of azomethine ylides and N-arylmaleimides
Shi, Jing-Wen,Zhao, Mei-Xin,Lei, Zhi-Yu,Shi, Min
, p. 305 - 308 (2008/09/17)
(Chemical Equation Presented) Axially chiral BINIM-Ni(II) complexes are effective catalysts in the asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides and N-arylmaleimides to give the corresponding adducts in good yields and up to 95% enan