193340-33-9Relevant academic research and scientific papers
Asymmetric ethylmagnesiation of alkenes using a novel zirconium catalyst
Bell, Louise,Brookings, Daniel C.,Dawson, Graham J.,Whitby, Richard J.,Jones, Raymond V.H.,Standen, Michael C.H.
, p. 14617 - 14634 (1998)
The novel C1-symmetric zirconocene CpCp°ZrCl2 (Cp=C5h5, Cp°= 1- neomenthyl-4, 5, 6, 7-tetrahydroindenyl) is a cheap, active, and effective catalyst for the asymmetric ethylmagnesiation of unactivated terminal alkenes.
Synthesis of Enantioenriched Amines by Iron-Catalysed Amination of Alcohols Employing at Least One Achiral Substrate
Bottari, Giovanni,Afanasenko, Anastasiia,Castillo-Garcia, Antonio A.,Feringa, Ben L.,Barta, Katalin
supporting information, p. 5436 - 5442 (2021/06/17)
The synthesis of a broad range of enantioenriched amines by the direct Fe-catalysed coupling of amines with alcohols through the borrowing hydrogen strategy, while at least one of these substrates is achiral is reported. When starting from α-chiral amines and achiral alcohols, a wide range of enantioenriched amine products, including N-heterocyclic moieties can be obtained with complete retention of stereochemistry and the power of this method is demonstrated in the one-step synthesis of known pharmaceuticals from commercially available, simple enantiopure primary amines and achiral alcohols. It was also found that the use of β-branched enantioenriched primary alcohols and achiral amines as reaction partners leads to a partial loss of stereochemical integrity in the final product, however, a systematic optimization enabled partial retention of enantiopurity and possible parameters effecting for racemization were identified. (Figure presented.).
Chiral Methacrylic Polymers Containing Permanent Dipole Azobenzene Chromophores. Synthesis and Characterization
Altomare, Angelina,Ciardelli, Francesco,Ghiloni, Maria Stella,Solaro, Roberto
, p. 143 - 150 (2007/10/03)
(S)-4-amino-4'-cyanoazobenzene (MBAC), a new optically active photochromic monomer having a large permanent dipole momenty was prepared in six steps starting from (S)-2-methyl-1-butanol.Homo- and copolymerization of MBAC with butyl methacrylate was carried out in benzene at 70 deg C in the presence of AIBN as a radical initiator.The polymeric materials, having a molar content of MBAC units between 21 and 100percent, were characterized by an almost random distribution of monomeric units and a glass transition temperature ranging from 70 to 110 degC. 2D COSY analysis allowed to attribute all signals of their rather complex 1H NMR spectra and to suggest that intramolecular charge transfer mesomers significantly contribute to the electronic distribution of the azobenzene chromophore.Asymmetric perturbation of the azobenzene chromophore, that could be at least partially attributed to the presence of short-order segments along the polymer chain, was evidenced by circular dichroism.
