• Proceedings of the Korean Vacuum Society Conference
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• 2011.08a
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• pp.207-207
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• 2011

Aromatic nitriles possess versatile utilities and are indispensible not only in organic synthesis but also in chemical industry. In fact, the nitrile group is an important precursor for various functional groups such as aldehydes, amines, amidines, tetrazoles, amides, and their carboxyl derivatives. Representative methods for the preparation of organonitriles with cyanide-containing reagents are the Sandmeyer and Rosenmund-von Braun reactions. Recently, a catalytic route to aryl nitriles has been reported on the basis of the chelation-assisted C-H bond activation or metal-catalyzed cyanation of haloarenes. In those cyanation protocols, the "CN" unit is provided from metal-bound precursors of MCN (M=Cu, K, Na, Zn), TMSCN, or K3Fe(CN)6. Additionally, it can be generated in situ from nitromethane or acetone cyanohydrin. Herein, we report the first example of generating "CN" from two different, readily available precursors, ammonia and N,N-dimethylformamide (DMF). In addition, its synthetic utility is demonstrated through the Pd-catalyzed cyanation of arene C-H bonds.

• Journal of the Korean Chemical Society
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• v.56 no.1
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• pp.175-179
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• 2012

• Bulletin of the Korean Chemical Society
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• v.32 no.3
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• pp.1083-1086
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• 2011

• Journal of the Korea Institute of Military Science and Technology
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• v.14 no.4
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• pp.726-731
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• 2011

Polymers containing tetrazole groups are very attractive as energetic materials. Copolymer having tetrazole groups could be obtained by 3-steps from commercially available epichlorohydrin. These methods provide a new synthetic pathway to construct polymers containing tetrazole groups from non-energetic polynitrile compounds. These polymers are expected to be good candidates for green and high energetic materials.

• Bulletin of the Korean Chemical Society
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• v.28 no.11
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• pp.1902-1909
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• 2007

This account reports an overview of our findings in homogeneous Pd-catalyzed reactions. Herein we describe the new design in reactions of Group 14 element compounds and in homogeneous nanosize Pd catalysts. In the early stages of our study, we developed Pd-catalyzed transformations of allylic esters with disilanes, silylcyanides and acylsilanes to the corresponding silylation, cyanation and acylation products, respectively. We also developed a Pd-catalyzed three component coupling reaction of Group 14 element compounds involving 1,3-diene and acid chlorides to form β,γ-unsaturated ketone as a single product. Recently, we focus our attention on modifying the catalytic environment by nanosize Pd in order to improve the performance of Pd catalysts. These nanosystems realize efficient catalytic environment with remarkable enhancement in catalytic activity and unprecedented selectivity.

• Journal of the Korea Institute of Military Science and Technology
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• v.20 no.6
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• pp.781-787
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• 2017

A new method for synthesizing the tetrazole derivatives from secondary amines through cyanation/tetrazolation has been developed. Trichloroacetonitrile is used as the cyano source to synthesize N-nitrile instead of highly toxic and expensive cyanogen bromide. In this protocol, the reaction of secondary amines with various substituents proceed smoothly, and the desired tetrazole derivatives are obtained directly in fair to high yields without isolation of intermediate cyanamides.

• Journal of the Korea Academia-Industrial cooperation Society
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• v.7 no.6
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• pp.1308-1312
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• 2006

4-Cyano-3,5-difluorophenol, useful as intermediate in the manufacturing of liquid crystals, was prepared by the regioselective iodination of 3,5-difluorophenol to give 4-iodo-3,5-difluorophenol, which was then converted to 4-cyano-3,5-difluorophenol under a mild reaction condition. The reaction products were characterized by spectroscopic methods and confirmed by comparison of these analytical data with reported values in the literatures.

• Bulletin of the Korean Chemical Society
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• v.31 no.6
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• pp.1649-1656
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• 2010

Internal reorganization energy due to the structural relaxation in hole or electron hopping mechanism is one of the measurements of key indices in designing an organic thin film transistor (OTFT) for flexible display devices. In this study, the reorganization energies of dicyanoanthracenes for the hole and electron transfer were estimated by adiabatic potential energy surface and normal mode analysis method in order to examine the effect on the energies for the positional variation of the cyano substituents in the anthracene as a protocol of acenes to design an organic field effect transistor. The reorganization energy for the hole transfer was reduced considerably upon cyanation of anthracene, especially at the 9,10-positions of anthracene, and the origin of the reduction was interpreted in terms of understanding the coupling of vibrational modes to the hole transfer.