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Org Lett. 2006 Jun 8;8(12):2583-6.

Double helix-to-double helix transformation, using platinum(II) acetylide complexes as surrogate linkers.

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  • 1Yashima Super-structured Helix Project, Exploratory Research for Advanced Technology (ERATO), Japan Science and Technology Agency (JST), Creation Core Nagoya 101, 2266-22 Anagahora, Shimoshidami, Moriyama-ku, Nagoya 463-0003, Japan.


We describe novel optically active double helices consisting of complementary strands stabilized by amidinium-carboxylate salt bridges. The m-terphenyl groups of each strand are joined by trans-Pt(II) acetylide complexes with pendant PPh(3) ligands as the surrogate linker, which converts to cis counterparts by a ligand exchange reaction with cis-1,2-bis(diphenylphosphino)ethylene, resulting in the formation of double helices with different structures. Subsequent iodine-promoted reductive elimination on the Pt(II) atoms generates the fully organic, enantiomerically pure double helices. [structure: see text]

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