89867-60-7

Basic information

• Product Name: (S)-2,2'-bis(3-pyridylcarbonylamino)-1,1'-binaphthyl
• CAS NO: 89867-60-7
• Molecular Weight: 494.552
• Mol File: 89867-60-7.mol

Chemical Properties

• CAS DataBase Reference: (S)-2,2'-bis(3-pyridylcarbonylamino)-1,1'-binaphthyl(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2,2'-bis(3-pyridylcarbonylamino)-1,1'-binaphthyl(89867-60-7)
• EPA Substance Registry System: (S)-2,2'-bis(3-pyridylcarbonylamino)-1,1'-binaphthyl(89867-60-7)

Safety Data

• Hazardous Substances Data: 89867-60-7(Hazardous Substances Data)

Upstream product

• 59-67-6 nicotinic acid 
• 4488-22-6 1,1'-binaphthalene-2,2'-diamine 
• 20260-53-1 pyridine-3-carbonyl chloride hydrochloride 

Relevant articles and documents

A chiral [2]catenane self-assembled from meso-macrocycles of palladium(II)

Reaction of trans-[PdX2(SMe2)2] (X = Cl or Br) with the chiral ligand LL = 1,1-binaphthyl-2,2′-(NHC( = O)-3-C 5H4N)2 gave the [2]catenane complexes trans-[{(PdX2)2(μ-LL)2}2], which are formed by self-assembly from 4 units each of trans-PdX2 and LL. The catenation is favored by the formation of multiple hydrogen bonds between the constituent macrocycles (4 × NH...ClPd, 2 × NH...O=C). If the ligand LL is racemic, each macrocycle trans-[(PdX2) 2(μ-LL),] is formed in the meso form trans-[(PdX2) 2(μ-R LL)(μ-S-LL)] but the resulting [2]catenane is chiral as a direct result of the catenation step. This is the first time that this form of chiral [2]catenane has been observed. The enantiomers of the [2]catenane further self-assemble in the crystalline form, through secondary intermolecular Pd...X bonding, to form a racemic infinite supramolecular polymer of [2]catenanes.

Zinc meso-Tetraphenylporphyrin as Shift Reagent for NADH-Models

By the use of zinc meso-tetraphenylporphyrin as a shift reagent the conformations of two new NADH-models have been determined.Induced 1H-NMR shifts up to five ppm have been observed.The conformations determined in this study are consistent with theoretical calculations and NOE-measurements.It has been proven that zinc, which is a so-catalyst in the reduction of activated carbonyl compounds with NADH-models, coordinates to the oxygen of the amide groups in two of our model compounds.

Asymmetric Reduction with C1- and C2-Symmetric NADH Model Cpmpounds Containing Chiral 1,1'-Binaphthyls

The present study deals with Mg-catalyzed asymmetric reduction of ethyl benzoylformate by the use of C2-symmetric NADH model compounds in which axial dissymmetry(chiral 1,1'-binaphthyl derivatives) was introduced as a chiral source for the first time and the results were compared with those obtained by the corresponding C1-symmetric models bearing the same chiral center.Better e.e.'s of the reduction product were obtained by the use of NADH models having C2-symmetry than does the corresponding C1-symmetric ones.Further, the kind of bonding as well as the distance between chiral binaphthyl and the reaction center affected the stereochemical course of hydrogen transfer.