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A Self-Threading Needle
J. D. Crowley, K. D. Hänni, A.-L. Lee, D. A. Leigh*
University of Edinburgh, UK
22 November 2007 (online)
The authors use Pd(II)-catalyzed oxidative Heck cross-coupling for the synthesis of mechanically linked architectures such as rotaxanes. Most notably, their strategy utilizes an ‘active-template’ synthesis whereby the ligand itself serves as the macrocycle. The use of the Heck reaction provides for mild generation and a large scope of potential threading molecules. Further, the active-template method demonstrated is reportedly traceless in free, non-interlocking threads.