Catalytic Activity of Mesoporous Molecular Sieve Rb-AlKIT-1 in Organic Reactions

Wonghil Chang; Jihye Shin; Miyoung Kim; Byoung Joon Ahn

Journal of Industrial and Engineering Chemistry, Vol.7, No.1, 62-65, January, 2001

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Catalytic Activity of Mesoporous Molecular Sieve Rb-AlKIT-1 in Organic Reactions

Wonghil Chang^†, Jihye Shin, Miyoung Kim¹, and Byoung Joon Ahn^{1, †}

Department of Chemistry, Jeonju University, Jeonju 560-759, Korea
¹Department of Chemistry Education, Chonbuk National University, Chonju 561-756, Korea

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The catalytic activity of alkali metal-exchanged Al-containing KIT-1(Na-AlKIT-1, K-AlKIT-1, and Rb-AlKIT-1) as a base catalyst for Knoevenagal reaction was tested. The reaction of the benzaldehydes with ethyl cyanoacetate proceeded very well in toluene solution and the yield of the product is good to excellent. A solvent-free system, i.e. the neat reaction without solvent heating on a 160∼180 ℃ sand bath, gave the desired condensed products, diethyl phenylmethylidenepropanedionate from diethyl malonate and ethyl phenylmethylidenecyanopropanonate from ethyl cyanoacetate in 10∼90% yield, respectively.

Keywords:AlKIT-1;Mesoporous Molecular Sieve;Base Catalyst;Knoevenagal Reaction

[References]

Izumi Y, Urabe K, Onaka M, Zeolite, Clay and Heteropoly Acid in Organic Reactions, VCH, Weinheim, 1992 and references cited therein
Riseman SM, Bamdyopadhyay S, Massoth FE, Eyring EM, Appl. Catal., 16, 29 (1985)
Kresge CT, Leonowicz ME, Roth WJ, Vartuli JC, Beck JS, Nature, 359, 710 (1992)
Jeong HS, Jeong SY, Lee JM, Yim DJ, Ryu SK, J. Ind. Eng. Chem., 5(4), 247 (1999)
Sung-Suh HM, Kim DS, Park SE, J. Ind. Eng. Chem., 5(3), 191 (1999)
Kloetstra KR, van Bekkum H, J. Chem. Soc.-Chem. Comm., 1005 (1995)
Ryoo R, Kim JM, Shin CH, Lee JY, in Progress in Zeolite and Microporous Materials, Studies in Surface Science and Catalysis, Vol. 105, p. 45 (1997)
The authors appreciate to Prof. G. Seo for generous supply of A1KIT-1
Macquarrie DJ, Jackson DB, J. Chem. Soc.-Chem. Comm., 1781 (1997)
Derewinski M, Haber J, Ptaszynski J, J. Proc. 7(th) Intern. Zeolite Conf., 957 (1986)
The degree of alkali metal ion-exchange was determined by EDS; A1KIT-1 as synthesized (Na=87%), Na-A1KIT-1(Na=93%), Rb-A1KIT-1(Rb=70%, Na=30%)
March J, in Advanced Organic Chemistry, 4(th) ed., Wiley-Interscience, New York, pp 250-251 (1992)
Jones G, Org. React., 15, 204 and references therein (1967)

[Referenced By]

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

[2] Riseman SM, Bamdyopadhyay S, Massoth FE, Eyring EM, Appl. Catal., 16, 29 (1985)

[3] Kresge CT, Leonowicz ME, Roth WJ, Vartuli JC, Beck JS, Nature, 359, 710 (1992)

[4] Jeong HS, Jeong SY, Lee JM, Yim DJ, Ryu SK, J. Ind. Eng. Chem., 5(4), 247 (1999)

[5] Sung-Suh HM, Kim DS, Park SE, J. Ind. Eng. Chem., 5(3), 191 (1999)

[6] Kloetstra KR, van Bekkum H, J. Chem. Soc.-Chem. Comm., 1005 (1995)

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

[8] The authors appreciate to Prof. G. Seo for generous supply of A1KIT-1

[9] Macquarrie DJ, Jackson DB, J. Chem. Soc.-Chem. Comm., 1781 (1997)

[10] Derewinski M, Haber J, Ptaszynski J, J. Proc. 7(th) Intern. Zeolite Conf., 957 (1986)

[11] The degree of alkali metal ion-exchange was determined by EDS; A1KIT-1 as synthesized (Na=87%), Na-A1KIT-1(Na=93%), Rb-A1KIT-1(Rb=70%, Na=30%)

[12] March J, in Advanced Organic Chemistry, 4(th) ed., Wiley-Interscience, New York, pp 250-251 (1992)

[13] Jones G, Org. React., 15, 204 and references therein (1967)