161643-29-4Relevant articles and documents
Influence of Fluorination on the Conformational Properties and Hydrogen-Bond Acidity of Benzyl Alcohol Derivatives
Bogdan, Elena,Compain, Guillaume,Mtashobya, Lewis,Le Questel, Jean-Yves,Besseau, Fran?ois,Galland, Nicolas,Linclau, Bruno,Graton, Jér?me
, p. 11462 - 11474 (2015)
The effect of fluorination on the conformational and hydrogen-bond (HB)-donating properties of a series of benzyl alcohols has been investigated experimentally by IR spectroscopy and theoretically with quantum chemical methods (ab initio (MP2) and DFT (MPWB1K)). It was found that o-fluorination generally resulted in an increase in the HB acidity of the hydroxyl group, whereas a decrease was observed upon o,o′-difluorination. Computational analysis showed that the conformational landscapes of the title compounds are strongly influenced by the presence of o-fluorine atoms. Intramolecular interaction descriptors based on AIM, NCI and NBO analyses reveal that, in addition to an intramolecular OH...F interaction, secondary CH...F and/or CH...O interactions also occur, contributing to the stabilisation of the various conformations, and influencing the overall HB properties of the alcohol group. The benzyl alcohol HB-donating capacity trends are properly described by an electrostatic potential based descriptor calculated at the MPWB1K/6-31+G(d,p) level of theory, provided solvation effects are taken into account for these flexible HB donors.
MULTIPLE KINASE PATHWAY INHIBITORS
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Page/Page column 302-303, (2014/04/17)
Kinase with inhibitory activity against kinases disposed in multiple signaling pathways and their therapeutic uses.
Enantioselective synthesis of (-)-(R)-cordiachromene and (-)-(R)-dictyochromenol utilizing intramolecular SNAr reaction
Noda, Yoshihiro,Yasuda, Misato
, p. 1946 - 1952 (2013/01/15)
A simple and efficient enantioselective synthesis of chromene, (-)-(R)-cordiachromene (1), and (-)-(R)-dictyochromenol (2) has been accomplished. This convergent synthesis utilizes intramolecular SNAr reaction for the formation of chroman ring,