Helvetica Chimica Acta p. 107 - 119 (1988)
Update date:2022-08-17
Topics:
Angelini, Giancarlo
Keheyan, Yeghis
Speranza, Maurizio
A nuclear technique, based on the spontaneous decay of tritiated precursors that allows the generation of free carbenium ion exactly the same nature in different environments, has been exploited in a comparative study of aromatic phenylation by free phenylium ions, both in the gas phase at various pressures and in the liquid phase.The differences between the reactivity pattern of the phenylium ion in the two environments can essentially be reduced to significant ion-neutral electrostatic interaction in the gas phase and, to the much greater efficiency of collisional stabilization, in the condensed phase, allowing a larger fraction of the excited ionic intermediates, from the highly exothermic attack of phenylium ion on the competing arenes, to survive dissociation and isomerization.The mechanism of the major competitive processes promoted by phenylium-ion attack on arenes, i.e. phenyldehydrogenation and phenyldephenylation, are discussed, together with the substrate and positional selectivity displayed by the nuclear-decay-formed phenylium ion toward the selected arenes.The kinetic and mechanistic features of aromatic phenylation, deduced from the present decay experiments, are compared with those of related phenylation reactions carried out in the dilute gas state and in solution.
View MoreSEA BRGIHT INDUSTRY CO.,LIMITED
Contact:0086 755 8622 3990
Address:Rm 17B3,GuangCaiXinTianDi Bldg,GuiMiao Rd,NanShan District,Shenzhen,China
Contact:86-574-26865651
Address:529 YuanBaoShan Road, Beilun District
SHAANXI FUJIE PHARMACEUTICAL CO.,LTD
website:http://www.fujiepharm.com
Contact:+86-29-63650906
Address:Yuanqu Yi Road, Qinghe Food Industrial Park, Sanyuan County, Shaanxi Province, China
QINGDAO ON-BILLION INDUSTRAIL CO.,LTD
website:http://www.obn.com.cn
Contact:+86-15005320811 +86-532-80681989
Address:F35 Parkson Mansion No.44-60 Zhongshan Rd.
Contact:.+86-579-85566777
Address:12222222222dsadsdsdeeeee
Doi:10.1002/cctc.201500304
(2015)Doi:10.1007/BF00629996
(1994)Doi:10.1002/adsc.200303194
(2004)Doi:10.1021/jf072468s
(2008)Doi:10.1177/1469066718761437
(2018)Doi:10.1002/cssc.201402888
(2015)