| dc.creator | Olivato, PR | |
| dc.creator | Guerrero, SA | |
| dc.date | 1997 | |
| dc.date | 2014-07-30T14:00:39Z | |
| dc.date | 2015-11-26T17:51:42Z | |
| dc.date | 2014-07-30T14:00:39Z | |
| dc.date | 2015-11-26T17:51:42Z | |
| dc.date.accessioned | 2018-03-29T00:35:06Z | |
| dc.date.available | 2018-03-29T00:35:06Z | |
| dc.identifier | Phosphorus Sulfur And Silicon And The Related Elements. Gordon Breach Sci Publ Ltd, v. 130, n. 155, n. 174, 1997. | |
| dc.identifier | 0308-664X | |
| dc.identifier | WOS:000076137500016 | |
| dc.identifier | 10.1080/10426509708033706 | |
| dc.identifier | http://www.repositorio.unicamp.br/jspui/handle/REPOSIP/56515 | |
| dc.identifier | http://repositorio.unicamp.br/jspui/handle/REPOSIP/56515 | |
| dc.identifier.uri | http://repositorioslatinoamericanos.uchile.cl/handle/2250/1290042 | |
| dc.description | The nu(CO) IR analysis of alpha-(p-phenylsulfonyl)-p-substituted acetophenones X-0C(O)CH2S(O)(2)0-Y 1-8, being X and Y = NO2, H and OMe substituents, supported by Molecular Mechanics data of the alpha-methylsulfonylacetophenone (model compound), indicates the existence of the cis/gauche rotational isomerism. The less polar gauche, rotamer is the more stable (conc. congruent to 90%) and the more polar ris rotamer is the less stable one along the series, Compounds 4 (X = Y = H) and 3 (X = H, Y = OMe) present another less stable and rather polar gauche, rotamer, The almost constant carbonyl gauche, shifts (Delta nu(g2)) together with the quasi-invariability of the cis/gauche ratios, when X varies and Y is fixed, indicates a very nearly constant summing up of pi*(CO)/sigma(C . SO2) and pi(CO)/sigma*(C . SO2) orbital interactions. The progressive stabilization of the gauche(2) rotamer when X is fixed and Y changes from NO, to OMe substituents, along with the parallel decrease of the positive sulfonyl asymmetric frequency shifts (Delta nu(SO2(as))) is discussed in terms of the progressive contribution of the O-(SO2) --> C-(CO) electrostatic and charge transfer interactions. Additional support for the proposed interactions is given by the large NAE mean value for the alpha-methplene carbon chemical shifts together with the upfield shift of the beta-ketosulfones mean carbonyl carbon chemical shifts in relation to that of the beta-ketosulfoxides. | |
| dc.description | 130 | |
| dc.description | 155 | |
| dc.description | 174 | |
| dc.language | en | |
| dc.publisher | Gordon Breach Sci Publ Ltd | |
| dc.publisher | Reading | |
| dc.publisher | Inglaterra | |
| dc.relation | Phosphorus Sulfur And Silicon And The Related Elements | |
| dc.relation | Phosphorus Sulfur Silicon Relat. Elem. | |
| dc.rights | fechado | |
| dc.source | Web of Science | |
| dc.subject | conformational studies | |
| dc.subject | electronic interactions | |
| dc.subject | IR and C-13 NMR spectroscopies | |
| dc.subject | alpha-(p-phenylsulfonyl)-p-substituted acetophenones | |
| dc.subject | Ultraviolet Photoelectron-spectroscopy | |
| dc.subject | Resonance | |
| dc.subject | Sulfones | |
| dc.subject | Ketones | |
| dc.title | Conformational and electronic interaction studies of alpha-substituted carbonyl compounds. XIV. alpha-(arylsulfonyl)-p-substituted acetophenones | |
| dc.type | Artículos de revistas | |
