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Unraveling the Role of Supramolecular Additives in a Proline‐Catalyzed Reaction
Author(s) -
Martín Judith,
Merino Isabel,
FanjulMosteirín Noé,
MendozaMeroño Rafael,
GarcíaGranda Santiago,
Concellón Carmen,
del Amo Vicente
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801509
Subject(s) - chemistry , aldol reaction , proline , catalysis , supramolecular chemistry , tetrafluoroborate , molecule , combinatorial chemistry , organocatalysis , salt (chemistry) , ionic liquid , organic chemistry , enantioselective synthesis , amino acid , biochemistry
Various additives, typically based on molecules featuring H‐bond donor motifs, have been essayed towards improving the catalytic properties of proline. However, their mode of action is not clear yet. By employing in situ 1 H and 19 F NMR DOSY experiments, the role of a tetrafluoroborate guanidinium salt in a novel proline‐catalyzed cross‐aldol reaction between α,α‐dichloroacetone and aromatic aldehydes has been fully disclosed.