Effect of solvent and cation on the reaction of organometallic derivatives of indole with methyl iodide

1972 ◽  
Vol 37 (20) ◽  
pp. 3066-3068 ◽  
Author(s):  
Manfred G. Reinecke ◽  
John F. Sebastian ◽  
Harry W. Johnson ◽  
Chongsuh. Pyun
Polymers ◽  
2020 ◽  
Vol 12 (4) ◽  
pp. 856
Author(s):  
Paweł G. Parzuchowski ◽  
Aleksandra Świderska ◽  
Marlena Roguszewska ◽  
Karolina Rolińska ◽  
Dominik Wołosz ◽  
...  

In this article we report an easy synthetic route towards hyperbranched polyglycerols (Amm-HBPGs) containing trimethylammonium groups and siloxane or hydroxyl end-groups. Siloxane derivatives of Amm-HBPGs were synthesized in an efficient five-step procedure including an anionic ring opening copolymerization of the phthalimide-epoxy monomer with glycidol, followed by reactions with allyl bromide, hydrosililation with hydrogenheptamethyltrisiloxane, hydrazinolysis of phthalimide groups and quaternization of resulting amine groups with methyl iodide. Hydroxyl derivatives were obtained by quaternization of previously reported aminated HBPG’s with methyl iodide. Polymeric products were characterized using various NMR techniques, FTIR, and elemental analysis. Both Amm-HBPGs were shown to be effective in catalysis of addition of CO2 to oxirane. The hydrophilic catalysts showed higher efficiency but synthesis of ethylene carbonate was accompanied by formation of small amounts of ethylene glycol. The siloxane-containing catalyst was easily separable from reaction mixture showing high potential in the process of converting carbon dioxide into valuable chemical raw materials.


1973 ◽  
Vol 51 (12) ◽  
pp. 1915-1919 ◽  
Author(s):  
John R. McDermott ◽  
N. Leo Benoiton

Reaction of N-benzyloxycarbonyl derivatives of aliphatic amino acids, and threonine, aspartic, and glutamic acids whose side-chains were protected with the t-butyl group, gave the corresponding N-methylamino acid derivatives in good yields. The methionine derivative could be obtained by using only one mol of methyl iodide. Derivatives of threonine, and aspartic and glutamic acids whose side-chains were not protected could not be methylated. Analysis of the crude products of methylation in three cases showed that they contained 0–1% of racemized material.


2005 ◽  
Vol 400 (4-6) ◽  
pp. 17-20
Author(s):  
M. G. Voronkov ◽  
B. A. Gostevskii ◽  
B. A. Shainyan ◽  
V. I. Rakhlin ◽  
R. G. Mirskov ◽  
...  
Keyword(s):  

1961 ◽  
Vol 39 (4) ◽  
pp. 799-807 ◽  
Author(s):  
G. W. H. Scherf ◽  
R. K. Brown

Equimolar quantities of 9-fluorenyl-potassium, -sodium, or -lithium and alkyl or aralkyl halides at room temperature in ether solvents yielded a mixture of unchanged fluorene, C9-monosubstituted fluorene, and C9-disubstituted fluorene. The amount of disubstitution never exceeded that of unchanged fluorene, and was found to be maximum (∼35%) for the potassium compound in 1,2-dimethoxyethane, somewhat less for the sodium analogue, and small (∼5%) for the lithium compound. In hydrocarbon solvents such as hexane, 9-fluorenylpotassium gave only 7% of C9-disubstituted fluorene. The lithium compound, upon reaction with methyl iodide or ethyl iodide gave, along with unreacted fluorene, only C9-monosubstituted fluorene. But reaction of 9-fluorenyllithium with benzyl chloride in hexane gave a small quantity (∼5%) of disubstituted fluorene as well as the monosubstituted product.The results are explained in terms of (a) the solubilities of the organometallic compounds in ether and hydrocarbon solvents, (b) the polarity of the metal carbon bond, and (c) the acidity of the hydrogen on C9 of fluorene.


Author(s):  
Raymond P. Panzica ◽  
Leroy B. Townsend ◽  
D.L. Von Minden ◽  
M.S. Wilson ◽  
James A. McCloskey
Keyword(s):  

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