Journal
TETRAHEDRON LETTERS
Volume 45, Issue 52, Pages 9593-9597Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.10.152
Keywords
[2]rotaxane; palladium; 2,6-pyridinedicarboxamide; macrocycle; end capping
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A new protocol for the high yield synthesis of interlocked molecules is described. Palladium(II) complex including a 2,6pyridinedicarboxamide-based tridentate macrocycle 2 was allowed to react with a 2,6-disubstituted pyridine derivative bearing two hydroxyl groups at both termini 3b to yield the corresponding Pd(II) complex 4b quantitatively. An acid catalyzed end-capping of 4b with a bulky isocyanate gave Pd(II) complex 5b in 96% yield, which was treated with carbon monoxide to afford [2]rotaxane 6b quantitatively. (C) 2004 Elsevier Ltd. All rights reserved.
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