Molecular orbital theory of the hydrogen bond. The effect of intramolecular hydrogen bonding on n orbital energies and n → π* transition energies in β-hydroxyacrolein

✍ Scribed by Janet E. Del Bene

• Publisher: Elsevier Science
• Year: 1976
• Tongue: English
• Weight: 332 KB
• Volume: 44
• Category: Article
• ISSN: 0009-2614
• DOI: 10.1016/0009-2614(76)80717-8

✦ Synopsis

Ab initio 3CF and SCP Cl caJcuJatjons ~4th Zhe STO-3C basis set have been pcrformcd in this study of the effect of jntramolccubr hydrogen bonding on n orbital cncrgjcs and n -r I?* transition encrgiw in ,&hydroxyacrofcin. In the hydrogen bonded C, form, the n orbital is stabWed and the n -+ s* tnnsitian cnerfiy increases, relative to a nonhydrogen bonded C, form. In the s~mmctrically hydrogen bonded Cz, form, the n orbital is dt'stabiliecd, but then -) n* tfazsitian Cncqy increases tigruficantly. I: b cuncluded t&at the ~7~ structure is no longer srabilrzcd by hydrogen bonding in the excited n * n* state, and lhat the Cp, structure is destabilized In Out state.