An efficient access to new Tröger’s bases using superacidic chemistry

Crystal structure of 1,1′-diformyl-4,4′-(6H,12H-5,11-methano-dibenzo[b,f][11,5]diazocine-2,8-diyl)dibenzene, C29H22N2O2

“…Since then, various of TB derivatives were synthesized and applied in the eld of molecular recognition [2], chiral ligands [3][4][5], DNA probes [6,7], stereo selective catalysis [8][9][10][11][12], drug development [13,14], CO 2 capture [15,16], bioorganic chemistry [17][18][19], electroluminescent materials [20,21] and supra molecular chemistry [22] in the last two decades. Their wide range of applications is based on their huge rigidity, V-shaped twisted con guration, N-central chirality and C 2 -symmetry.…”

Prevention of postoperative adhesion formation by individual and combined administration of 4 per cent icodextrin and dimetindene maleate (Br J Surg 2009; 96: 1476–1483)

“…Nonetheless, the search for improved synthetic protocols is still ongoing, as is illustrated by recent reports19 on the rediscovery of DMSO, first used by Becker in 1993,20 as a methylene synthetic equivalent. Furthermore, improvements in Lewis‐acid‐catalyzed TB synthesis21 and in the use either of unusual condensation media such as ionic liquids22 or diglycolic acid/polyphosphoric acid23 or of super‐acidic conditions have been reported 24…”

NMR Spectral Correlations in Some Tröger’s Bases

“…Periasamy and Sathishkumar investigated the chiral recognition of carboxylic acids in the Tröger's base derivatives [14,15]. Several catalysts were employed for the synthesis of enantioselective rigid Tröger's base derivatives such as TiCl 4 , AlCl 3 , SnCl 4 , ZnCl 2 , ZrCl 4 [14], TFFA [16], Na 2 CO 3 [17]. Didier and Sergeyev synthesized a few symmetrical amino and amino ethyl Tröger's base derivatives via Pd catalyzed C-C and C-N bond formation [18].…”