120505-07-9Relevant academic research and scientific papers
Synthesis of Branched Polyether Ligands Designed for Selective Complexation of Small Cations
Dale, Johannes,Fredriksen, Siw B.
, p. 271 - 277 (2007/10/02)
Singly branched symmetrical tri- and hexa-ether ligands have been prepared, starting from 2-hydroxymethyl-2-methyl-1,3-propanediol (as alkoxide).Singly branched unsymmetrical tetra- and penta-ether ligands have also been made by a step-wise procedure, converting first the triol into 3-hydroxymethyl-3-methyloxetane.It proved advantageous also to prepare the symmetrical ligands by such a multi-step procedure.Via the same oxetane intermediate, a doubly branched penta-ether ligand was also prepared.
Reactivity of Neopentyl-Like Compounds in the Synthesis of Branched Polyethers
Dale, Johannes,Fredriksen, Siw B.
, p. 278 - 282 (2007/10/02)
Two singly branched symmetrical hexaethers have been synthesized, starting from 2-bromomethyl-2-methyl-1,3-dibromopropane, in a surprisingly efficient one-pot nucleophilic substitution reaction.It is proposed that the expected adverse neopentyl effect is compensated by favourable neighbouring-group participation involving a 'bromonium'-like four-membered-ring transition state.The corresponding trichloride also reacted cleanly, although much more slowly, while the tritosylate gave an oxetane derivative.
