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Highly Stereoselective Route to Dialkyl Sulfoxides Based Upon the Sequential Displacement of Oxigen and Carbon Leaving Groups by Grignard Reagents on Sulfinyl Compounds
A STRAIGHTFORWARD ENANTIOSELECTIVE ROUTE TO DIALKYL SULFOXIDES BASED UPON TWO CARBON-FOR-CARBON SUBSTITUTIONS REACTIONS ON THA SULFINYL GROUPS.
Self-assemblies of chiral p-haloaryl sulfoxides through C-H center dot center dot center dot O short contacts and halogen involving interactions
Single crystal X-ray structure determination of four crystals of alkyl or aryl p-haloaryl sulfoxides is reported. Intramolecular short contacts between the ortho-hydrogen of the aryl ring and the oxygen of the sulfinyl group were found to determine the conformations of the sulfoxides. On the other hand, in the absence of classical hydrogen bond donors, crystal packing arrangements are the results of intermolecular aryl hydrogen-oxygen short contacts and of interactions involving halogen atoms. From a comparison of the structures of the investigated sulfoxides with other literature data, the crystal packings of these types of compound appear to derive from a complex balance among different interactions
Structural insights into methyl- or methoxy-substituted 1-(α-aminobenzyl)-2-naphthol structures: The role of c—h⋅⋅⋅π interactions
Aminobenzylnaphthols are a class of compounds containing a large aromatic molecular surface which makes them suitable candidates to study the role of C—H⋅⋅⋅π interactions. We have investigated the effect of methyl or methoxy substituents on the assembling of aromatic units by preparing and determining the crystal structures of (S,S)-1-(4-methylphenyl)[(1-phenylethyl)amino]methylnaphthalen-2-ol, C 26 H 25 NO, and (S,S)-1-(4-methoxyphenyl)[(1-phenylethyl)amino]methylnaphthalen-2-ol, C 26 H 25 NO 2 . The methyl group influenced the overall crystal packing even if the H atoms of the methyl group did not participate directly either in hydrogen bonding or C—H π interactions. The introduction of the methoxy moiety caused the formation of new hydrogen bonds, in which the O atom of the methoxy group was directly involved. Moreover, the methoxy group promoted the formation of an interesting C—H⋅⋅⋅π interaction which altered the orientation of an aromatic unit
Enantioselective Routes to Sulfoxides Based upon Carbon-for-Carbon Substitution Reaction on the Sulfinyl Group.
Enantio- or diastereoselective oxidation of (methylthio)methylphosphonates as a route to precursor of chiral sulfoxides
he enantio- or diastereoselective oxidation of readily available (methylthio)methylphosphonates produces optically active (methylsulfinyl)methylphosphonates which can be used as direct precursors of chiral nonracemic methyl sulfoxides in a substitution reaction involving a carbanionic leaving group
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