Synthesis, spectral and conformational studies of some N-arylsulfonyl-t(3)-isopropyl-r(2),c(6)-diarylpiperidin-4-ones

✍ Scribed by A. Manimekalai; S. Sivakumar

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 166 KB
• Volume: 49
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.2829

✦ Synopsis

A series of N‐arylsulfonyl‐t(3)‐isopropyl‐r(2),c(6)‐diarylpiperidin‐4‐ones 1–8 were synthesized and characterized unambiguously by ^1^H, ^13^C NMR, 2D‐COSY and HSQC NMR spectroscopy. The conformational preferences of 1–8 have been discussed on the basis of the coupling constants, and they suggest normal chair conformation with equatorial orientations of all the substituents in 1–8. The preferred conformation of aryl sulfonyl group at nitrogen and isopropyl group at C–3 was determined theoretically using density functional calculations. Copyright © 2011 John Wiley & Sons, Ltd.