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231224s2016 xx |||||o 00| ||eng c |
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|a 10.1002/jcc.24444
|2 doi
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|a pubmed24n0875.xml
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|a eng
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| 100 |
1 |
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|a Li, Jingbai
|e verfasserin
|4 aut
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| 245 |
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|a Stability of functionalized corannulene cations [R-C20 H10 ](+)
|b An influence of the nature of R-Group
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|c 2016
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
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|a Date Completed 19.07.2018
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|a Date Revised 19.07.2018
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a © 2016 Wiley Periodicals, Inc.
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|a The first comprehensive theoretical study of stability of hub-functionalized corannulene cations [R-C20 H10 ](+) as the function of the nature of R-group was accomplished. The initial set of linear alkyl R-group of different length (R=(CH2 )n CH3 , n = 0-9) was augmented by groups which form stable organic cations, such as tert-butyl, isopropyl, allyl, and phenyl. Investigation of relative stability (with bonding energy as the measure) was accompanied by detailed study of changes in aromaticity using a large set of descriptors, as well as by the evaluation of energetics of possible migration of R-group from the hub-site to the spoke-position. Decrease in stability of functionalized corannulene cations with lengthening of R-group and/or replacing it with branched alkyl group was found to be the general trend. At the same time, π-conjugated groups such as allyl or phenyl ones, stabilize the system. All methods/approaches applied unambiguously indicated that the actual stability of the hub-functionalized corannulene cations is indeed a multi faceted phenomenon. Important contributions come from different interplay between attractive (ΔEorb vs. ΔEelstat ) and repulsive (ΔEPauli ) components of the bonding, from changes in aromatic behavior of rings in polyaromatic fragment, and from activation barrier for the process of migration of R-group. © 2016 Wiley Periodicals, Inc
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a DFT
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|a buckybowls
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|a coran-nulene
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|a functionalized cations
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|a theoretical modeling
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|a da Silva Ramos, Giovana
|e verfasserin
|4 aut
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|a Yu Rogachev, Andrey
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Journal of computational chemistry
|d 1984
|g 37(2016), 25 vom: 30. Sept., Seite 2266-78
|w (DE-627)NLM098138448
|x 1096-987X
|7 nnns
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| 773 |
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|g volume:37
|g year:2016
|g number:25
|g day:30
|g month:09
|g pages:2266-78
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|u http://dx.doi.org/10.1002/jcc.24444
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