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Beilstein J. Org. Chem. 2019, 15, 642–654, doi:10.3762/bjoc.15.60
Graphical Abstract
Scheme 1: Representative examples of tris(hetero/aryl)methanes, molecular hybrids and bis(indolyl)methanes wi...
Scheme 2: Previous synthetic approaches for the synthesis of triarylmethane analogues in comparison to the pr...
Scheme 3: Synthesis of the starting N-alkylindoles 1{4–10}.
Scheme 4: General procedure for the synthesis of the starting quinoline-/quinolone aldehydes 6{1–7}.
Scheme 5: Chemset of coumarins 7{1–4} for elaboration in the MCR experiments.
Scheme 6: Exploratory reaction leading to isolation of products 8{1,1,1} and 9{1,1,1}.
Figure 1: Pseudo-three-component synthesis of bisindole triads 8 employing quinoline-/quinolone-CHO 6{1–6}, c...
Scheme 7: Chemset of further aldehydes 6{8–10} for elaboration in the MCR experiments.
Figure 2: Three-component synthesis of tris(heteroaryl)methane triads 9. aThis product was obtained as an ins...
Figure 3: Thermal ellipsoid plot (40% probability level) of the tris(heteroaryl)methane triad 9{4,7,1}.
Figure 4: DFT-optimized structure of 9{4,7,1} triad.
Scheme 8: Synthesis of crowed (Het12Het2/Ar2)C+PF6− salts 10.
Figure 5: 1D- and 2D-based NMR assignments for methylium-PF6 salt 10{4,4,8}.
Figure 6: 1D- and 2D-based NMR assignments for methylium-PF6 salt 10{4,4,11}.
Figure 7: Optimized geometry of methylium-PF6 salts 10{4,4,8}.
Figure 8: Optimized geometry of methylium-PF6 salt 10{4,4,11}.