13280-20-1Relevant articles and documents
Electrochemical behaviour of hydrazonates in protic and aprotic medium
Saied,Benkhoud,Boujlel
, p. 225 - 233 (2002)
Cathodic reduction of several hydrazonates of a typical structure (Scheme 1) has been investigated by cyclic voltammetry and controlled potential electrolysis at mercury electrode in aprotic solvent. Quantitative results for preparative electrolysis run i
Catalytic carhonylation of acetone oxime at bisoximatodiruthenium complexes: A simple access to anhydrous acetonine. Isolation and molecular structure of [Ru2(CO)5(Me2CNO)2 (Me2CNOH)]
Langenbahn, Meinhard,Stoeckli-Evans, Helen,Suess-Fink, Georg
, p. 549 - 553 (1991)
In the presence of catalytic amounts of [Ru2(CO) 4(Me2CNO)2(Me2CNOH)2](1), a cetone oxime reacts with carbon monoxide to give 2,3,4,5-tetrahydro-2,2,4,4, 6-pentamethylpyrimidine ('a cetonine'), CO2, and NH3. The reaction proceeds presumably via carbonylation of Me2C=NOH to the unstable intermediate Me2C=N-OCHO which undergoes decarboxylation to give the corresponding imine Me2C=NH. The final product is assumed to result from the cyclotrimerisation of Me2C=NH with elimination of NH3. Evidence for the intermediacy of the imine comes from the analogous reaction of acetophenone oxime, PhMeC=NOH, which gives the corresponding imine PhMeC=NH as a stable product. The isolation of the complex [RU2(CO)5(Me2CNO)2(Me 2CNOH)] (2) suggests the carbonylation to take place at the bridging oximato ligand of 1.
Deracemization of α-methylbenzylamine using an enzyme obtained by in vitro evolution
Alexeeva, Marina,Enright, Alexis,Dawson, Michael J.,Mahmoudian, Mahmoud,Turner, Nicholas J.
, p. 3177 - 3180 (2002)
Both the catalytic activity and enantioselectivity of the amine oxidase used in the deracemization, of D,L-α-methylbenzylamine (see scheme) have been enhanced by in vitro evolution methods to give α-methylbenzyamine in 77 % yield and 93 % ee.
Expansion of the Substrate Specificity of Porcine Kidney D-Amino Acid Oxidase for S-Stereoselective Oxidation of 4-Cl-Benzhydrylamine
Yasukawa, Kazuyuki,Motojima, Fumihiro,Ono, Atsushi,Asano, Yasuhisa
, p. 3500 - 3505 (2018/08/06)
Discovery and development of enzymes for the synthesis of chiral amines have been a hot topic for basic and applied aspects of biocatalysts. Based on our X-ray crystallographic analyses of porcine kidney D-amino acid oxidase (pkDAO) and its variants, we rationally designed a new variant that catalyzed the oxidation of (S)-4-Cl-benzhydrylamine (CBHA) from pkDAO and obtained it by functional high-throughput screening with colorimetric assay. The variant I230A/R283G was constructed from the variant R283G which had completely lost the activity for D-amino acids, further gaining new activity toward (S)-chiral amines with the bulky substituents. The variant enzyme (I230A/R283G) was characterized to have a catalytic efficiency of 1.85 s?1 for (S)-CBHA, while that for (R)-1-phenylethylamine was diminished 10-fold as compared with the Y228L/R283G variant. The variant was efficiently used for the synthesis of (R)-CBHA in 96 % ee from racemic CBHA by the deracemization reaction in the presence of reducing agent such as NaBH4 in water. Furthermore, X-ray crystallographic analysis of the new variant complexed with (S)-CBHA, together with modelling study clearly showed the basis of understanding the structure-activity relationship of pkDAO.
Addition of: N -nucleophiles to gold(III)-bound isocyanides leading to short-lived gold(III) acyclic diaminocarbene complexes
Anisimova, Tatyana B.,Kinzhalov, Mikhail A.,Guedes Da Silva, M. Fátima C.,Novikov, Alexander S.,Kukushkin, Vadim Yu.,Pombeiro, Armando J. L.,Luzyanin, Konstantin V.
, p. 3246 - 3250 (2017/07/12)
Reaction of [AuCl3(CNR1)] (R1 = Xyl, Cy, (S)-CHMePh) with amines unexpectedly proceeds via the redox pathway giving gold(i)-isocyanides and imines, while the addition of benzophenone hydrazone to the isocyanide ligand in [
