147864-29-7Relevant academic research and scientific papers
Preparation and resolution of 2,2'-dimercapto-6,6'-dimethoxy- 1,1'- biphenyl: A C2-symmetric sulfur building block
Delogu, Giovanna,Fabbri, Davide,Dettori, Maria Antonietta
, p. 2819 - 2826 (1998)
The preparation of the title dimercaptan 1 starting from 2,2'- dihydroxy-6,6'-dimethoxy-1,1'-biphenyl 2 is described. Resolution of dimercaptan 1 was performed using (-)-(1R,2S,5R)-menthyl chloroformate as a chiral resolving agent. The procedure affords d
Preparation of Enantiomerically Pure 1,1'-Binaphthalene-2,2'-diol and 1,1'-Binaphthalene-2,2'-dithiol
Fabbri, Davide,Delogu, Giovanna,Lucchi, Ottorino De
, p. 1748 - 1750 (2007/10/02)
A practical preparation of enantiomerically pure 1,1'-binaphthalene-2,2'-diol (1) and 1,1'-binaphthalene-2,2'-dithiol (2) is reported.Enantiopure 2 is obtained from enantiopure 1 via Newman-Kwart rearrangement of the thiocarbamoyl derivative 5 under controlled reaction conditions.The enantiopure starting diol 1 was obtained by a simple and inexpensive method engaging condensation of thiophosphoryl chloride and (S)-(-)-α-methylbenzylamine in pyridine and reaction of the resulting phosphoramidate 3 with racemic binaphthol 1 to give quantitatively a 1:1 mixture of diasteroisomers 4 that were cleanly separated by a single recrystallization from a chloroform-ethanol mixture in very high yield.The procedures can be scaled up easily.
