Synthesis of 2,2'-Bipyridines with Axially Chiral 1,1'-Binaphthalene Units

2000 ◽  
Vol 65 (1) ◽  
pp. 83-98 ◽  
Author(s):  
Jana Hodačová ◽  
Ivan Stibor

Synthesis of a series of novel 2,2'-bipyridine-based ligands bearing the axially chiral 2,2'-dialkoxy-1,1'-binaphthalene units is presented. The oxydimethylene, amidomethylene and amido spacers have been utilised to link the 3 or 3,3' positions of the binaphthalene skeleton with the 6 or 6,6' positions of the 2,2'-bipyridine moieties. The ligands have been synthesised in both racemic and enantiomerically pureRforms.

1999 ◽  
Vol 40 (3) ◽  
pp. 553-556 ◽  
Author(s):  
Giorgio Chelucci ◽  
Alessia Bacchi ◽  
Davide Fabbri ◽  
Antonio Saba ◽  
Fausta Ulgheri

2014 ◽  
Vol 10 ◽  
pp. 1308-1316 ◽  
Author(s):  
Marco Caricato ◽  
Silvia Díez González ◽  
Idoia Arandia Ariño ◽  
Dario Pasini

The “one-pot” synthesis of several homochiral macrocycles has been achieved by using π-electron-rich, electron-deficient or extended aromatic dicarboxylic acids in combination with an axially-chiral dibenzylic alcohol, derived from enantiomerically-pure BINOL. Two series of cyclic adducts with average molecular D 2 and D 3 molecular symmetries, respectively, have been isolated in pure forms. Their yields and selectivities deviate substantially from statistical distributions. NMR and CD spectroscopic methods are efficient and functional in order to highlight the variability of shapes of the covalent macrocyclic frameworks. The larger D 3 cyclic adducts exhibit recognition properties towards C60 in toluene solutions (up to log K a = 3.2) with variable stoichiometries and variable intensities of the charge-tranfer band upon complexation.


1997 ◽  
Vol 8 (4) ◽  
pp. 537-546 ◽  
Author(s):  
Martin Smrčina ◽  
Štěpán Vyskočil ◽  
Jana Polívková ◽  
Jana Poláková ◽  
Jan Sejbal ◽  
...  

2008 ◽  
Vol 27 (8) ◽  
pp. 1850-1858 ◽  
Author(s):  
Luděk Meca ◽  
Ivana Císařová ◽  
Dušan Drahoňovský ◽  
Dalimil Dvořák

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