Please use this identifier to cite or link to this item:
http://nopr.niscpr.res.in/handle/123456789/16465| Title: | Stereoelectronic control on the energy barrier to rotation about N-C (phenyl) bond |
| Authors: | Srivastav, Kamal K Srivastava, Vandana Verma, Shiva M Bharadwaja, P K |
| Issue Date: | Jun-1999 |
| Publisher: | NISCAIR-CSIR, India |
| Abstract: | Conformational analysis about the N-C (aryl) bond in N-arylsuccinimidyl system incorporating different dissymmetric cages indicates that besides the steric and electronic interaction of ortho-substituents, the dissymmetric cage also plays an important role in controlling the torsional barrier. In the case of anthracenemaleic anhydride adduct system, two stable rotamers about the N-C (phenyl) bond with 2'-methyl and 6'-ethyl substituents are isolated, whereas with such substituents rotamers are not isolable with cyclopentadiene-maleic anhydride and hexachlorocyclopentadiene-maleic anhydride (HCCPD-MA) adduct cages. X-ray crystallography of the HCCPD-MA system with two methyls at 2'-and 6'-positions in the phenyl ring (as in 5b) demonstrats an orthogonal geometry of the aryl ring with respect to the succinimidyl plane. The endo-configuration of the adduct 5 has also been established. |
| Page(s): | 672-678 |
| Appears in Collections: | IJC-B Vol.38B(06) [June 1999] |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| IJCB 38B(6) 672-678.pdf | 1.49 MB | Adobe PDF | View/Open |
Items in NOPR are protected by copyright, with all rights reserved, unless otherwise indicated.