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Intramolecular Anion Effect in Polyoxometalate‐Based Organocatalysts: Reactivity Enhancement and Chirality Transfer by a Metal Oxide–Organic Cation Interaction
Author(s) -
Brazel Christian,
Dupré Nathalie,
Malacria Max,
Hasenknopf Bernold,
Lacôte Emmanuel,
Thorimbert Serge
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403989
Subject(s) - polyoxometalate , chirality (physics) , silanes , chemistry , intramolecular force , selectivity , substrate (aquarium) , reactivity (psychology) , oxide , metal organic framework , polymer chemistry , catalysis , photochemistry , organic chemistry , adsorption , physics , oceanography , alternative medicine , silane , pathology , quantum mechanics , geology , nambu–jona lasinio model , medicine , chiral symmetry breaking , quark
Abstract An α 1 ‐Dawson polyanion bearing a lateral side chain with a 4‐aminopyridine end group was synthesized. This organopolyoxometalate catalyzes the addition of indenyl allyl silanes to cinnamoyl fluorides. The polyanionic framework influences the organocatalyst activity and selectivity. A moderate but nonzero chirality transfer from the chiral inorganic framework to the organic substrate was observed.