Difference in pi-electron delocalization for monosubstituted olefinic and aromatic systems

T. Siodla , Halina Szatyłowicz , K.S. Varaksin , Tadeusz Marek Krygowski

Abstract

Application of HOMA (Harmonic Oscillator Model of Aromaticity) to a series of monosubstituted derivatives of cyclohexa-1,3-diene (olefinic) and benzene (aromatic) revealed an increase of the pi-electron delocalization in olefinic systems and a decrease in the case of aromatic systems (in comparison to unsubstituted species). Due to the nature of the system to which the substituents are attached, the range of changes of the electron donating/attracting (ED/EA) properties of the substituents may be as large as 30% of the total variation of ED/EA properties for all substituents considered.
Author T. Siodla
T. Siodla,,
-
, Halina Szatyłowicz ZChF
Halina Szatyłowicz,,
- Department Of Physical Chemistry
, K.S. Varaksin
K.S. Varaksin,,
-
, Tadeusz Marek Krygowski
Tadeusz Marek Krygowski,,
-
Journal seriesRSC Advances, ISSN 2046-2069
Issue year2016
Vol6
No99
Pages96527-96530
Publication size in sheets0.5
DOIDOI:10.1039/c6ra20163f
URL http://pubs.rsc.org/en/content/articlepdf/2016/ra/c6ra20163f
project[2013/11/B/ST4/00531 POLON ] Towards physical interpretation of the substituent effect. Project leader: Szatyłowicz Halina, , Phone: (22) 234-7755 w. 106, start date 22-08-2014, Implemented
WCh Projects financed by NSC [Projekty finansowane przez NCN]
Languageen angielski
File
C6RA20163F.pdf 459.84 KB
Score (nominal)35
ScoreMinisterial score [Punktacja MNiSW] = 30.0, 28-11-2017, ArticleFromJournal
Ministerial score (2013-2016) [Punktacja MNiSW (2013-2016)] = 35.0, 28-11-2017, ArticleFromJournal
Publication indicators WoS Impact Factor [Impact Factor WoS]: 2016 = 3.108 (2) - 2016=3.257 (5)
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