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Polymer supported arene-catalysed lithiation reactions

✍ Scribed by Cecilia Gómez; Sonia Ruiz; Miguel Yus

Book ID
104209419
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
464 KB
Volume
55
Category
Article
ISSN
0040-4020

No coin nor oath required. For personal study only.

✦ Synopsis

The reaction of functionalised mono or dichlorinated materials la-6a with an excess of lithium and a catalytic amount of a naphthalene (PN) or biphenyl (PB) supported polymer (eassily prepared by radical copolymerisation of 2-vinylnaphthalene or 4-vinylbiphenyl with vinylbenzene and divinylbenzene) in THF either in the presence or not of different electrophiles [Me3SiC1, iPrCHO, PhCHO, Et2CO, (CH2)4CO, (CH2)5CO, (c-C3H5)2CO, iPr2CO, PhCOMe, PhCH=NPh] at -78 or -50°C leads, after hydrolysis with water, to the expected functionalised products lca-6ek. The polymeric catalyst is quantitatively recovered and can reused several times without any loss of activity.

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