• Bulletin of the Korean Chemical Society
• /
• 제27권3호
• /
• pp.345-354
• /
• 2006

Ionic liquids are alternative reaction media of increasing interest and are regarded as an eco-friendly alternatives, of potential use in place of the volatile organic solvents typically used in current chemical processing methods. They are emerging as the smart and excellent solvents, which are made of positive and negative ions that they are liquids near room temperature. The nucleophilic substitution reaction is one of the important method for inserting functional groups into a carbon skeleton. Many nucleophilic substitution reactions have been found with enhanced reactivity and selectivity in ionic liquid. In this review, some recent interesting results of nucleophilic substitution reactions such as hydroxylations, ether cleavages, carbon-X (X= carbon, oxygen, nitrogen, fluorine) bond forming reactions, and ring opening of epoxides in ionic liquids are discussed.

• Bulletin of the Korean Chemical Society
• /
• 제22권1호
• /
• pp.9-10
• /
• 2001

• Bulletin of the Korean Chemical Society
• /
• 제31권6호
• /
• pp.1785-1788
• /
• 2010

• Bulletin of the Korean Chemical Society
• /
• 제33권7호
• /
• pp.2427-2430
• /
• 2012

• Bulletin of the Korean Chemical Society
• /
• 제22권8호
• /
• pp.793-794
• /
• 2001

• Bulletin of the Korean Chemical Society
• /
• 제26권6호
• /
• pp.989-992
• /
• 2005

Dynamic kinetic resolution of $\alpha$-bromo carboxylic acid derivatives in nucleophilic substitution with chiral $\alpha$-amino ester nucleophiles in the presence of TBAI and DIEA has been investigated for stereoselective syntheses of 1,1'-iminodicarboxylic acid derivatives. Nucleophilic substitutions with various chiral $\alpha$-amino esters gave iminodiacetates 2-8 with stereoselectivities up to 87 : 13 dr. Also, the reactions of N-($\alpha$-bromo-$\alpha$-phenylacetyl)-L-alanine methyl ester with L-alanine, D-alanine and glycine methyl ester nucleophiles afforded N-carboxyalkyl dipeptide analogues 10-12 up to 90 : 10 dr.

• 대한화학회지
• /
• 제10권4호
• /
• pp.158-160
• /
• 1966

여러가지 nucleophile을 써서 3,4-methylene-dioxy-${\beta}$-nitrostyrene에 대한 nucleophilic addition constant를 측정하여 이미 알려진 nucleophilic substitution constant와 비교해 보았더니, 이 둘 사이에는 비례관계가 성립되지 않으리라 생각된다. 이것을 정량적으로 취급하려면 앞으로 많은 nucleophile에 대해서 더욱 정확한 실험치를 얻을 수 있어야 하겠다.

• Bulletin of the Korean Chemical Society
• /
• 제28권12호
• /
• pp.2535-2538
• /
• 2007

• 한국재료학회:학술대회논문집
• /
• 한국재료학회 2011년도 춘계학술발표대회
• /
• pp.244.2-244.2
• /
• 2011

We introduce a novel and robust method for the preparation of nanocomposite multilayers, which allows the excellent photoluminescent (PL) properties as well as the accurate control over the composition and dimensions of multilayers. By exchanging the oleic acid stabilizers of CdSe@ZnS quantum dots (QDs) synthesized in organic solvent with 2-bromo-2-methylpropionic acid (BMPA) in the same solvent, these nanoparticles were be alternately deposited by nucleophilic substitution reaction with highly branched poly(amidoamine) dendrimer (PAMA) through layer-by-layer (LbL) assembly process. Our approach does not need to be transformed into the water-dispersible nanoparticles with electrostatic or hydrogen-bonding groups, which can deteriorate their inherent properties, for the built-up of multilayers. The nanocomposite multilayers including QDs exhibited the strong PL properties achieving densely packed surface coverage as well as long-term PL stability under atmospheric conditions in comparison with those of conventional LbL multilayers based on electrostatic interaction. Furthermore, we demonstrate that the flexible multilayer films with optical properties can be easily prepared using nucleophilic substitution reaction between bromo and amino groups in organic media. This robust and tailored method opens a new route for the design of functional film devices based on nanocomposite multilayers.

• Bulletin of the Korean Chemical Society
• /
• 제26권2호
• /
• pp.273-277
• /
• 2005

Dynamic resolution of $\alpha$-bromo tertiary acetamides in asymmetric nucleophilic substitution reaction is described. Intermolecular substitution of $\alpha$-bromo tertiary acetamides with dibenzylamine in the presence of TBAI and $Et_3N$ gave the dipeptide analogues 7-10 with high stereoselectivities up to 90 : 10 dr. Also, cyclic dipeptide analogues 20-29 were produced by the intramolecular nucleophilic cyclization of $\alpha$-bromo tertiary acetamides with low stereoselectivities in 84-42% yields.