1372805-06-5Relevant academic research and scientific papers
Desymmetrization of meso diols using enantiopure zinc (II) dimers: Synthesis and chiroptical properties
Chinnaraja, Eswaran,Arunachalam, Rajendran,Samanta, Jayanta,Natarajan, Ramalingam,Subramanian, Palani S.
, (2019)
The one-pot metal templated synthesis of enantiopure binuclear Zn (II) complexes Zn2L1–Zn2L4 were obtained by treating (1R,2R)-diphenylethylenediamine or (1S,2S)-diphenylethylenediamine with 2-hydroxy-5-methyl-1
Binuclear Double-Stranded Helicates and Their Catalytic Applications in Desymmetrization of Mesodiols
Chinnaraja, Eswaran,Arunachalam, Rajendran,Suresh, Eringathodi,Sen, Shovan K.,Natarajan, Ramalingam,Subramanian, Palani S.
, p. 4465 - 4479 (2019/03/26)
The ligand L1 of 4-methyl-2,6-diformylphenol and L2 of 4-tert-butyl-2,6-diformylphenol are synthesized through Schiff base condensation with rac-, (R)-(+), or (S)-(-)-1,1′-binaphthyl-2,2′-diamine (BNDA). As a result, the racemic L1rac, L2rac, and enantiopure L1RR, L1SS, L2RR, and L2SS ligands are obtained incorporating Cu(II) and Zn(II) salts by a simple one-pot metal template method. The series of dinuclear complexes of [M2LX2] (here, M = Cu2+, Zn2+ X = acetate ion, chloride ion; L = L1RR, L1SS, L1rac, L2RR, L2SS, L2rac) formulas are obtained in common. Among them, the single crystal X-ray structures for [Zn2L1rac(OAc)2] and [Zn2L1SSCl2] complexes are obtained. The detailed crystal structure and the chiroptical studies performed on these complexes dictates a self-sorting behavior in their self-assembly process and illustrate a chirality transfer from the ligand to the metal center on the complexes. The enantiopure dinuclear complexes [M2LRRX2] and [M2LSSX2] generate enantiopure λλ and ΔΔ isomers, respectively, but the racemic complexes produce only homochiral λλ and ΔΔ assemblies. The detailed studies based on UFLC (Ultra Fast Liquid Chromatography), CD, and single crystal X-ray structure together show the absence of heterochiral λΔ mesocate. All these complexes are adapted as catalysts for desymmetrization of various mesodiols, and the enantiopure complexes are found to give efficient enantioselectivity in desymmetrization of mesodiols with benzoyl chloride to monobenzoylated ester providing 98% yield and 92% ee.
Asymmetric benzoylation of meso-hydrobenzoin using a reusable tripodal imidazoline-pyridine-Cu catalyst
Arai, Takayoshi,Sakagami, Ken
supporting information; experimental part, p. 1097 - 1100 (2012/04/10)
Chiral, self-supported, polytopic imidazoline-pyridine ligands were designed and synthesized for use in Cu catalysis. The tripodal imidazoline-pyridine L6-Cu(BF4)2 complex catalyzed the asymmetric p-(tert-butyl)benzoylation of meso-h
