Mobilities of Aromatic Ions Drifting in Helium

1996 ◽  
Vol 100 (36) ◽  
pp. 14908-14913 ◽  
Author(s):  
M. Krishnamurthy ◽  
Joost A. de Gouw ◽  
Veronica M. Bierbaum ◽  
Stephen R. Leone
Keyword(s):  
1963 ◽  
Vol 38 (7) ◽  
pp. 1749-1758 ◽  
Author(s):  
Thomas H. Brown ◽  
Martin Karplus ◽  
John C. Schug

1971 ◽  
Vol 21 (3) ◽  
pp. 485-496 ◽  
Author(s):  
D.J.M. Fassaert ◽  
E. de Boer
Keyword(s):  

1982 ◽  
Vol 13 (42) ◽  
Author(s):  
M. RABINOVITZ ◽  
A. MINSKY

1971 ◽  
Vol 49 (9) ◽  
pp. 1377-1383 ◽  
Author(s):  
Richard H. Cox

The 1H n.m.r. spectra of carbazole nitranion, 4,5-methylene- and 9,10-dihydro-4,5-methylene-phenanthrene carbanions with various alkali metal cations have been analyzed in terms of chemical shifts and coupling constants. Chemical shifts of the anions depend upon cation and solvent and are related to the type of ion pairs present. The 7Li n.m.r. data indicate that Li is associated with the nitrogen of carbazole nitranion whereas with the 4,5-methylenephenanthrene carbanions, Li appears to be located in the π-cloud of the anions and associated equally with all carbons in the anion. The results are discussed in terms of the types of ion pairs present and the association of cation with anion.


2021 ◽  
Author(s):  
Demelza Lyons ◽  
An Huy Dinh ◽  
Nhan Nu Hong Ton ◽  
Reece Crocker ◽  
Binh Khanh Mai ◽  
...  

Aromaticity is one of the most intriguing concepts in organic chemistry. Simple and extended benzenoid aromatic systems have been very well established in undergraduate textbooks, and there are also mentions of non-benzenoid aromatic structures such as cyclopropenium, cyclopentadienide and cycloheptatrienylium (tropylium) ions. However, the structural relationship and the comparison of stabilization energy of such aromatic ions to benzene ring have been rarely studied and remained an underexplored area of advanced organic chemistry research. To contribute some insights into this topic, we focused on the chemical transformation, namely a ring contraction reaction, of the tropylium ion to benzene ring in this work. With an approach combining computational studies with experimental reactions, we also aim to turn this transformation into a synthetically useful tool. Indeed, this work led to the development of a new synthetic protocol, which involved an oxidative ring-contraction of tropylium ion, to formally introduce the phenyl ring onto a range of organic structures. Furthermore, the homoaromatic cycloheptatrienyl precursors of tropylium salts used in these reactions can also be rearranged to valuable benzhydryl or benzyl halides, enriching the synthetic utility of this ring-contraction protocol.


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