세슘 양이온으로 교환된 메조포러스 분자체인 Cs-AIKIT-1의 Knoevenagel 반응에서의 촉매적 특성

정원길; 신지혜; 송정은; 안병준; Wonghil Chang; Jihye Shin; Jeong-Eun Song; Byoung Joon Ahn

Journal of the Korean Industrial and Engineering Chemistry, Vol.15, No.1, 146-149, February, 2004

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세슘 양이온으로 교환된 메조포러스 분자체인 Cs-AIKIT-1의 Knoevenagel 반응에서의 촉매적 특성

Catalytic Activity of Cesium Cation Exchanged Mesoporous Molecular Sieve Cs-AIKIT-l in Knoevenagel Reaction

정원길^†, 신지혜, 송정은¹, 안병준^†

전주대학교 자연과학부 화학과 및 자연과학종합연구소, 전주 560-759
¹전북대학교 사범대학 화학교육과, 전주 560-759

Wonghil Chang^†, Jihye Shin, Jeong-Eun Song¹, and Byoung Joon Ahn^†

Department of Chemistry and Natural Science Research Institute, Jeonju University, Jeonju 560-759, Korea
¹Department of Chemistry Education, Chonbuk National University, Jeonju 561-756, Korea

E-mail:,

초록

양이온 교환 반응을 통하여 얻어진 메조포러스 분자체 Cs-AIKIT-1의 염기 촉매 반응에서의 촉매 효과를 Knoevenagel 반응으로 연구하였다. Cs-AIKIT-1를 촉매로 사용한 무용매 반응으로 벤즈알데히드 유도체와 에틸 시아노아세트산 또는 말로노니트릴산을 반응시켜 생성물을 높은 수율로 얻을 수 있었다. Na나 K로 교환한 M-AIKIT-1(M = Na, K)도 무용매 조건하에서 촉매 효과가 있었다. 또한 마이크로파 조사를 하였을 경우에는 무용매 반응 조건하에서 짧은 반응 시간에도 높은 수율의 생성물이 얻어졌다.

The catalytic activity of cesium cation exchanged mesoporous molecular sieve Cs-AIKIT-l in Knoevenagel reaction has been studied. The reaction of benzaldehyde derivative and ethyl cyanoacetate or malononitrile using Cs-AIKIT-l under the solvent-free condition gives a desired condensation product in high yield. M-AIKIT-l(M=Na, K) also shows high catalytic activity in Knoevenagel reaction under the same conditions. The microwave irradiation reaction under the solvent-free conditions also gives a desired condesation product in high yield.

Keywords:mesoporous molecular sieve;microwave irradiation;solvent-free Knoevenagel condensation;Cs-AIKIT-l

[References]

Izumi Y, Urabe K, Onaka M, Zeolite, Clay, and Heteropoly Acid in Organic Reactions, VCH, Weinheim (1992)
Corma A, Garcia H, J. Chem. Soc.-Dalton Trans., 1381 (2000)
Ryoo R, Kim JM, Shin CH, Lee JY, Progress in Zeolite and Microporous Materials, Studies in Surface Science and Catalysis, vol. 105, 45 (1997)
Chang W, Shin J, Kim M, Ahn BJ, J. Ind. Eng. Chem., 7(1), 62 (2001)
Hayes BL, Microwave Synthesis: Chemistry at the Speed of Light, CEM Publishing, Matthews, NC (2003)
Tanaka K, Solvent-free Organic Synthesis, John Wiley & Sons, New York, NY (2003)
Kaupp G, Naimi-Jamal MR, Schmeyers J, Tetrahedron, 59, 3753 (2003)
Michaud D, Hamelin J, Texier-Boullet F, Tetrahedron, 59, 3323 (2003)
Mane AS, Chavan VP, Karale BK, Hangarge RV, Shingare MS, Synth. Comm., 32, 2633 (2002)
Kaboudin B, Balakrishna M, Synth. Comm., 31, 2773 (2001)

[Referenced By]

[1] Izumi Y, Urabe K, Onaka M, Zeolite, Clay, and Heteropoly Acid in Organic Reactions, VCH, Weinheim (1992)

[2] Corma A, Garcia H, J. Chem. Soc.-Dalton Trans., 1381 (2000)

[3] Ryoo R, Kim JM, Shin CH, Lee JY, Progress in Zeolite and Microporous Materials, Studies in Surface Science and Catalysis, vol. 105, 45 (1997)

[4] Chang W, Shin J, Kim M, Ahn BJ, J. Ind. Eng. Chem., 7(1), 62 (2001)

[5] Hayes BL, Microwave Synthesis: Chemistry at the Speed of Light, CEM Publishing, Matthews, NC (2003)

[6] Tanaka K, Solvent-free Organic Synthesis, John Wiley & Sons, New York, NY (2003)

[7] Kaupp G, Naimi-Jamal MR, Schmeyers J, Tetrahedron, 59, 3753 (2003)

[8] Michaud D, Hamelin J, Texier-Boullet F, Tetrahedron, 59, 3323 (2003)

[9] Mane AS, Chavan VP, Karale BK, Hangarge RV, Shingare MS, Synth. Comm., 32, 2633 (2002)

[10] Kaboudin B, Balakrishna M, Synth. Comm., 31, 2773 (2001)