Toward Daisy Chain Polymers: “Wittig Exchange” of Stoppers in [2]Rotaxane Monomers
- 1 March 2000
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (6) , 759-762
- https://doi.org/10.1021/ol9913587
Abstract
Two ammonium ion/crown ether-based [2]rotaxane monomerseach incorporating (i) a dumbbell-shaped component, possessing an exchangeable benzylic triphenylphosphonium stopper, and (ii) a ring component, bearing an aldehyde functionundergo a sequence of Wittig reactions in which the surrogate triphenylphosphonium stopper is exchanged for a ring component either (i) in the same rotaxane molecule to give cyclic daisy chains by an intramolecular, chain-terminating reaction or (ii) in another rotaxane molecule to give acyclic daisy chains by an intermolecular chain-propagating reaction.Keywords
This publication has 16 references indexed in Scilit:
- Precision Molecular Grafting: Exchanging Surrogate Stoppers in [2]RotaxanesJournal of the American Chemical Society, 1999
- Interlocked MacromoleculesChemical Reviews, 1999
- Self-assembly of well-defined structures by hydrogen bondingCurrent Opinion in Colloid & Interface Science, 1999
- From catenanes to mechanically-linked polymersCurrent Opinion in Solid State and Materials Science, 1998
- The Use of15N NMR Spectroscopy To Resolve the “Higher Order Cyanocuprate” Controversy:15N,6Li, and13C NMR Spectroscopic Investigations of CuCN-Derived Butyl CupratesAngewandte Chemie International Edition in English, 1998
- PolyrotaxanesActa Polymerica, 1998
- New Reactions of a Silylene: Insertion into M-N Bonds of M[N(SiMe3)2]2 (M Ge, Sn, or Pb)Angewandte Chemie International Edition in English, 1997
- Self‐Assembly in Natural and Unnatural SystemsAngewandte Chemie International Edition in English, 1996
- Interlocked and Intertwined Structures and SuperstructuresChemical Reviews, 1995
- Polymeric inclusion compound derived from .beta.-cyclodextrinThe Journal of Organic Chemistry, 1982