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Beilstein J. Org. Chem. 2012, 8, 234–245, doi:10.3762/bjoc.8.24
Graphical Abstract
Figure 1: Hunter/Vögtle-type tetralactam macrocycle 1 bearing an iodo substituent at one of the isophthaloyl ...
Scheme 1: Synthesis of the monovalent diamide axle 2, which was used for Sonogashira coupling to the appropri...
Scheme 2: Synthesis of divalent wheels from TLM 1: (a), (b) (Ph3P)2PdCl2, CuI, PPh3, NEt3, DMF, 25 °C, 24 h, ...
Scheme 3: Synthesis of trivalent wheel 14 from TLM 1: (a) (Ph3P)2PdCl2, CuI, PPh3, NEt3, DMF, 25 °C, 24 h, 40...
Scheme 4: (a) Pd2(dba)3, AsPh3, NEt3, DMF, 120 °C, 12 h, 7% (16).
Scheme 5: Synthesis of a series of multivalent guests starting from the axle 2. (a), (b), (c), (d): Pd2(dba)3...
Scheme 6: Synthesis of the tetravalent axle 23 and its divalent side product: (a) Pd2(dba)3, AsPh3, NEt3, DMF...
Figure 2: Aliphatic regions of the 1H NMR spectra (CD2Cl2, 500 MHz, 298 K, 2.3 mM) of (a) 10 (top), 17@10 (ce...