TY - JOUR
T1 - Wittig reactions on phosphonium-stoppered [2]rotaxanes. A new route to macromolecular daisy chains?
AU - Rowan, Stuart J.
AU - Cantrill, Stuart J.
AU - Fraser Stoddart, J.
PY - 1999/8
Y1 - 1999/8
N2 - An approach to the synthesis of a rotaxane that relies upon the supramolecular hydrogen bonding-assistance inherent in the recognition between an appropriately-functionalized secondary dibenzyl-ammonium cation and the cavity of a crown ether is described. It is discovered that this rotaxane undergoes covalent modification when subjected to a Wittig reaction. Furthermore, by utilizing hydrogen bonding to assemble rotaxane which contains an aldehyde function on the crown ether component, a monomer have been prepared that undergoes cyclization under dilute conditions to form dimeric macrocyclic `daisy chain' compounds.
AB - An approach to the synthesis of a rotaxane that relies upon the supramolecular hydrogen bonding-assistance inherent in the recognition between an appropriately-functionalized secondary dibenzyl-ammonium cation and the cavity of a crown ether is described. It is discovered that this rotaxane undergoes covalent modification when subjected to a Wittig reaction. Furthermore, by utilizing hydrogen bonding to assemble rotaxane which contains an aldehyde function on the crown ether component, a monomer have been prepared that undergoes cyclization under dilute conditions to form dimeric macrocyclic `daisy chain' compounds.
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M3 - Conference article
AN - SCOPUS:0032674473
SN - 0032-3934
VL - 40
SP - 1119
EP - 1120
JO - American Chemical Society, Polymer Preprints, Division of Polymer Chemistry
JF - American Chemical Society, Polymer Preprints, Division of Polymer Chemistry
IS - 2
ER -