- Asymmetric synthesis of indolines through intramolecular shifting of aromatic sulfinyl groups. Role of the π,π-stacking interactions in these unusual SNAr processes
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Cyclization of N-aryl substituted 1-aryl-2[2-p-tolylsulfinyl]phenyl propylamines under LDA, LHMDS, or KHMDS provides a new approach for synthesizing optically pure 2,3-disubstituted indolines. Both the scope and the limitations of this method have been investigated. The π,π-stacking interactions are crucial for these unprecedented intramolecular SNAr processes, in which a sulfinyl group located on a slightly deactivated ring is substituted by amide anions under mild conditions. X-ray and NMR proofs supporting these π,π-stacking interactions are presented.
- Ruano, Jose L. Garcia,Parra, Alejandro,Marcos, Vanesa,Del Pozo, Carlos,Catalan, Silvia,Monteagudo, Silvia,Fustero, Santos,Poveda, Ana
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supporting information; experimental part
p. 9432 - 9441
(2009/12/06)
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- DIPOLE MOMENTS, ESCA, THEORETICAL CALCULATIONS AND GAS-LIQUID CHROMATOGRAPHIC STUDIES ON SOME P-P prime -DERIVATIVES OF BENZYLIDENE ANILINE.
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Pairs of nematic liquid crystals of the Schiff's base type that are identical in length-to-breadth ratios, but differ in the location of the atoms in the central linkage were synthesized. Combined ESCA and theoretical calculations revealed that the nature
- Janini,Hovakeemian,Katrib,Fitzpatrick,Attari
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p. 271 - 280
(2007/10/02)
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