Oxidation of 2,9-Diphenyl-1,10-phenanthroline to Generate the 5,6-Dione and Its Subsequent Alkylation Product

2014 ◽  
Vol 51 (5) ◽  
pp. 1468-1471 ◽  
Author(s):  
Ammon P. Lehnig ◽  
Megan S. Lazorski ◽  
Michael Mingroni ◽  
Kimberly A. O. Pacheco ◽  
C. Michael Elliott
Keyword(s):  
2002 ◽  
Vol 67 (6) ◽  
pp. 393-406 ◽  
Author(s):  
Jovan Jovanovic ◽  
Michael Spiteller ◽  
Wilhelm Elling

The reaction of 1H-indene (indene) in the presence of Friedel-Crafts acids was studied. As expected [M. Spiteller, J. Jovanovic, Fuel 78(1999)1263] there were dimers and trimers in the product mixture together with higher oligomers. Among products with double molecular weight relative to the molecular weight of indene, the structure of four compounds was determined: 6-(2?,3?-dihydro-1?H-inden-1?-yl)-1H-indene 2-(2?,3?-dihydro-1?H-inden-1?-yl)-1H-indene 1-(2?,3?-dihydro-1?H-inden-2?-yl)-1H-indene and 2,3,1?,3?-tetrahydro-[1,2?]biindenylidene. It was shown that the first one represents an indene alkylation product and that the others were obtained by bonding of the indan-1-ylium ion and indene at the position 2, followed by acid catalyzed 1,2-hydride rearrangement in the case of the third and fourth one. Considering the indene dimerization products as components of pyrolysis oils and as interesting compounds to be used as model substances for NMR, MS and X-ray analysis, the reaction, separation and isolation parameters were optimized in this study.


1977 ◽  
Vol 55 (23) ◽  
pp. 4112-4116 ◽  
Author(s):  
Nam-Chiang Wang ◽  
Kang-Er Teo ◽  
Hugh J. Anderson

A series of experiments were carried out to find optimum conditions for C- and N-alkylation of the pyrrolyl ambident anion. While almost total C-alkylation could be obtained, isolation of a single alkylation product was not feasible. However, N-alkylation of pyrrole and several 2-substituted pyrroles was readily achieved by phase transfer catalysis with primary alkyl halides.


2016 ◽  
Vol 6 (9) ◽  
pp. 3166-3181 ◽  
Author(s):  
Mogahid Osman ◽  
Sulaiman Al-Khattaf ◽  
Urbano Díaz ◽  
Cristina Martínez ◽  
Avelino Corma

Increasing the degree of delamination of MWW layered precursors has a positive effect regarding selectivity for the alkylation product, as alkylation is favored vs. disproportionation when increasing the ratio of external to internal surface area.


2016 ◽  
Vol 57 (3) ◽  
pp. 549-556 ◽  
Author(s):  
I. A. Litvinov ◽  
Yu. K. Voronina ◽  
I. V. Galyametdinova ◽  
M. S. Shashin ◽  
V. E. Semenov ◽  
...  

1957 ◽  
Vol 35 (3) ◽  
pp. 220-225 ◽  
Author(s):  
C. C. Lee ◽  
A. G. Forman ◽  
A. Rosenthal

The Friedel–Crafts alkylation of anisole with 2-phenylethyl-1-C14 chloride and 2-phenylethanol-1-C14 resulted in a product, p-methoxydibenzyl, which showed isotope position rearrangement corresponding to an essentially 50% rearrangement of the C14 labeled atoms from the C-1 to the C-2 positions in the original chloride and alcohol. If one were to assume that both rearrangement and alkylation involve the same intermediate, these results may be explained on the basis of either an ionic mechanism for the Friedel–Crafts alkylation, the rearrangement being attributed to the formation of the phenylethyl cation, or a displacement mechanism in which the alkylation product is formed from a reaction between anisole and a rearranged polarized complex of aluminum chloride and alkylating agent. The possibility that rearrangement in the Friedel-Crafts alkylation may arise from a process separate from and prior to the alkylation stage itself is also discussed. On this basis, the intermediates involved in the rearrangement and alkylation stages will not necessarily have to be the same.


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