65390-98-9Relevant academic research and scientific papers
BINOL-based foldamers - Access to oligomers with diverse structural architectures
Baruah, Pranjal K.,Gonnade, Rajesh,Rajamohanan,Hofmann, Hans-Joerg,Sanjayan, Gangadhar J.
, p. 5077 - 5084 (2007)
(Chemical Equation Presented) In this article, we report on the synthesis and conformation of a new family of aromatic oligoamide foldamers based on binaphthol (BINOL) monomers. A series of oligomers with differing chirality of the individual BINOL building blocks and mixed sequences of alternate BINOL and pyridyl building blocks has been synthesized and structurally characterized. NMR and quantum chemical calculations on the basis of ab initio MO theory were performed to obtain insight into the conformational features of these oligomers. It is shown that the combination of these inherently chiral aromatic building blocks provides a novel access to a wide variety of conformationally ordered synthetic oligomers with diverse and dazzling structural architectures distinct from those classically observed.
PROCESS FOR POLYMERIZING BETA-BUTYROLACTONE
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Paragraph 0120; 0124; 0133-0138; 0139-0141, (2020/12/03)
A process for polymerizing β-butyrolactone is disclosed comprising contacting racemic β-butyrolactone or an enantiomer thereof with a catalyst/initiator system which comprises a rare earth metal, a chiral ligand, at least one nucleophilic ligand, optional
Resolution of (±)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid using (1R,2R)-trans-cyclohexane-1,2-diamine
Someshwar, Nagamalla,Ramanathan, Chinnasamy Ramaraj
, p. 1209 - 1213 (2015/10/28)
A simple and efficient method has been developed to resolve (±)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid [(±)-BINOL-3,3′-dicarboxylic acid] (±)-1 using inexpensive and readily accessible chiral resolving agent (1R,2R)-trans-cyclohexane-1,2-diamine 2. Enantiomers of BINOL-3,3′-dicarboxylic acid were obtained in good yields and enantiomeric purity, for example, (S)-(-)-1 was isolated in 34% yield with >99% ee and (R)-(+)-1 was obtained in 36% yield with >99% ee. The formation of diastereomeric salt A between (S)-BINOL-3,3′-dicarboxylic acid and (1R,2R)-trans-cyclohexane-1,2-diamine was ascertained by using IR, single crystal X-ray crystallography, and HRMS.
Design and synthesis of two-dimensional pillared MOF layers by connecting infinite one-dimensional chains via 4,4′-bipyridine
Li,Wang,Yang,Wang,Tian,Du
, p. 239 - 244 (2013/05/21)
Two novel metal-organic frameworks, [Cd(Bna)(DMF)2(H 2O)2] n · nDMF (I) (Bna = 2,2′-dihydroxy-l,l′-dinaphthyl-3,3′-dicarboxylate) and [Cd(Bna)(Bipy)(DMF)2] n (II) (Bipy = 4,4′- bipyridine) have been synthesized under mild conditions and structurally characterized. Crystal structural analyses reveal that complex I adots a 1D spiral structure with DMF guest molecules in the spiral by hydrogen bondings. Complex II is constructed by -Cd-Bna-Cd- zigzag chains, which are further connected by Bipy into a 2D sheet. X-ray powder diffraction and thermogravimetric analyses for I and II show that they are highly themally stable in the solid state.
SYNTHETIC METHOD OF ENANTIOMERICALLY PURE 2,2'-DIHYDROXY-1,1'-BINAPHTHYL-3-CARBOXYLIC ACID
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Page/Page column 6-7, (2012/06/15)
The present invention relates to a method for preparing enantiomerically pure compounds 1a and 1b of the following formula 1 from racemic compound 1 of the following formula 1. [formula 1] The compounds 1a and 1b of the above formula 1 respectively are im
Chiral discrimination of α-amino acids with a C2-symmetric homoditopic receptor
Sambasivan, Sunderraman,Kim, Dae-Sik,Ahn, Kyo Han
supporting information; scheme or table, p. 541 - 543 (2010/05/01)
Chiral discrimination of α-amino acids has been realized by a C 2-symmetric homoditopic receptor, which is based on a binaphthyl chiral skeleton with 2,2′diisopropoxy substituents and a common binding side arm, (o-carboxamido)-trifluoroacetophe
Direct asymmetric aldol reaction catalyzed by C2-Symmetrical chiral primary amine organocatalysts
Zhu, Gong-Jian,Da, Chao-Shan,Jia, Ya-Ning,Ma, Xiao,Yi, Lei
experimental part, p. 15 - 20 (2010/09/08)
Three novel C2-symmetrical chiral primary amines were synthesized from chiral BINOL and diamines. Then their catalytic activities in the asymmetric aldol reactions were evaluated, and the result indicated that 1c was the optimal organocatalyst.
Methyltrioxorhenium-catalyzed aerobic oxidative coupling of 2-naphthols to binaphthols
Sharma, Vishal B.,Jain, Suman L.,Sain, Bir
, p. 2655 - 2656 (2007/10/03)
A variety of 2-naphthols have been selectively oxidized to their corresponding 1,1′-bi-2-naphthols in excellent yields with molecular oxygen using methyltrioxorhenium as catalyst.
A novel method for the synthesis of (R)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid by asymmetric oxidative coupling of a chiral β-naphthol derivative catalyzed by CuCl
Xin, Zhuo-qun,Da, Chao-shan,Dong, Shou-liang,Liu, Da-xue,Wei, Jie,Wang, Rui
, p. 1937 - 1940 (2007/10/03)
Asymmetric oxidative coupling of (S)-1-(3-hydroxy-2-naphthylcarbonyl)pyrrolidine-2-carboxylic acid methyl ester 1 catalyzed by CuCl afforded (S,S,R)-2,2′-dihydroxy-3,3′-bis(2-methoxycarbonyl-1- pyrrolidinylcarbonyl)-1,1′-binapthalene 2 with diastereomeric excess up to 65.9%. (R)-BINOL-3,3′-diacid 3 was obtained in 30% overall yield and 97% e.e. by separating the diastereomers and hydrolyzing 2.
Metal salt of binaphthol derivative and method for preparing the same
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, (2008/06/13)
Novel metal salts of binaphthol derivative are provided. The metal salts of the present invention are those represented by the formula of either (1) or (2): The present invention also provides a method for preparing the same from the corresponding binaphthalene derivative.
