Novel layered organic-inorganic materials functionalized with amino groups have been synthesized by using a two-dimensional zeolitic precursor, IPC-1P, prepared by a top-down approach from zeolite UTL. The formation of porous materials containing silsesquioxane linkers covalently bonded to zeolite layers in the interlayer space was confirmed by a variety of characterization techniques (N2 sorption, XRD, TEM). The textural properties and catalytic behavior of functionalized hybrid materials synthesized by direct pillaring of IPC-1P or by grafting of (3-aminopropyl)silyl groups to the IPC-1P precursor preliminarily pillared with tetraethoxysilane (TEOS) were compared. The use of a mixture of aminosilsesquioxanes and TEOS for pillaring of IPC-1P led to the formation of functionalized materials, which are characterized by excellent textural properties (SBET =154-435 m2 g-1 , Vtotal =0.336-0.630 cm3 g-1 ) and provide a 100 % yield of target benzylidenemalononitrile in the Knoevenagel condensation of benzaldehyde and malononitrile.

Department of Porous Materials L V Pisarzhevskiy Institute of Physical Chemistry National Academy of Sciences of Ukraine pr Nauky 31 03028 Kiev

Department of Synthesis and Catalysis J Heyrovský Institute of Physical Chemistry Academy of Sciences of Czech Republic v v i Dolejškova 3 18223 Prague 8 28658 2307

Refining and Marketing Division Eni S p A San Donato Milanese Research Center via F Maritano 26 20097 San Donato Milanese

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G. Sharma, P. Jeevanandam, Eur. J. Inorg. Chem. 2013, 6126-6136;

B. Xiao, J. Sun, J. Wang, C. Liu, W. Cheng, Synth. Commun. 2013, 43, 2985-2997.

Z. Li, J. Liu, C. Xia, F. Li, ACS Catal. 2013, 3, 2440-2448;

H. Balcar, J. Cejka, Coord. Chem. Rev. 2013, 257, 3107-3124.

R. Saha, B. Joarder, A. S. Roy, S. M. Islam, S. Kumar, Chem. Eur. J. 2013, 19, 16607-16614.

J. Shi, X. Ren, L. Tong, X. Chen, X. Yang, H. Yang, Phys. Chem. Chem. Phys. 2013, 15, 18642-18648.

L. Enrique Santos-Figueroa, C. Gimenez, A. Agostini, E. Aznar, M. D. Marcos, F. Sancenon, R. Martinez-Manez, P. Amoros, Angew. Chem. Int. Ed. 2013, 52, 13712-13716;

Angew. Chem. 2013, 125, 13957-13961;

M. Pramanik, A. Bhaumik, Chem. Eur. J. 2013, 19, 8507-8514;

G. Bellussi, A. Carati, C. Rizzo, R. Millini, Catal. Sci. Technol. 2013, 3, 833-857.

A. Carmona, A. Corma, M. Iglesias, A. Sanjose, F. Sanchez, J. Organomet. Chem. 1995, 492, 11-21;

A. Cauvel, D. Brunel, F. DiRenzo, P. Moreau, F. Fajula in Stud. Surf. Sci. Catal., Vol. 94 (Eds.: H. K. Beyer, H. G. Karge, I. Kiricsi, J. B. Nagy), Elsevier, Amsterdam, 1995, pp. 286-293.

K. Yamamoto, Y. Sakata, Y. Nohara, Y. Takahashi, T. Tatsumi, Science 2003, 300, 470-472;

U. Díaz, J. A. Vidal-Moya, A. Corma, Microporous Mesoporous Mater. 2006, 93, 180-189;

B. L. Su, M. Roussel, K. Vause, X. Y. Yang, F. Gilles, L. Shi, E. Leonova, M. Eden, X. Zou, Microporous Mesoporous Mater. 2007, 105, 49-57;

K. Yamamoto, Y. Nohara, Y. Domon, Y. Takahashi, Y. Sakata, J. Plevert, T. Tatsumi, Chem. Mater. 2005, 17, 3913-3920.

V. Srivastava, K. Gaubert, M. Pucheault, M. Vaultier, ChemCatChem 2009, 1, 94-98;

P. M. Naranjo, E. L. Sham, E. R. Castellon, R. M. T. Sanchez, E. M. F. Torres, Clays Clay Miner. 2013, 61, 98-106.

L. Li, R. Z. Ma, Y. Ebina, N. Iyi, T. Sasaki, Chem. Mater. 2005, 17, 4386-4391.

R. Ishii, T. Ikeda, T. Itoh, T. Ebina, T. Yokoyama, T. Hanaoka, F. Mizukami, J. Mater. Chem. 2006, 16, 4035-4043.

A. Corma, U. Diaz, T. Garcia, G. Sastre, A. Velty, J. Am. Chem. Soc. 2010, 132, 15011-15021.

G. Bellussi, A. Carati, E. Di Paola, R. Millini, W. O. N. Parker, Jr., C. Rizzo, S. Zanardi, Microporous Mesoporous Mater. 2008, 113, 252-260;

G. Bellussi, E. Montanari, E. Di Paola, R. Millini, A. Carati, C. Rizzo, W. O. N. Parker, Jr., M. Gemmi, E. Mugnaioli, U. Kolb, S. Zanardi, Angew. Chem. Int. Ed. 2012, 51, 666-669;

Angew. Chem. 2012, 124, 690-693.

L. F. Tietze, U. Beifuss in Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford, 1991, pp. 341-394.

J. Zhao, J. Xie, C.-T. Au, S.-F. Yin, Appl. Catal. A 2013, 467, 33-37;

K. A. Almeida, D. Cardoso, Catal. Today 2013, 213, 122-126;

M. B. Ansari, H. Jin, M. N. Parvin, S.-E. Park, Catal. Today 2012, 185, 211-216;

G. Li, J. Xiao, W. Zhang, Green Chem. 2012, 14, 2234-2242.

M. Opanasenko, A. Dhakshinamoorthy, M. Shamzhy, P. Nachtigall, M. Horacek, H. Garcia, J. Cejka, Catal. Sci. Technol. 2013, 3, 500-507;

A. Dhakshinamoorthy, M. Opanasenko, J. Čejka, H. Garcia, Adv. Synth. Catal. 2013, 355, 247-268.

M. Opanasenko, W. O. N. Parker, M. Shamzhy, E. Montanari, M. Bellettato, M. Mazur, R. Millini, J. Čejka, J. Am. Chem. Soc. 2014, 136, 2511-2519.

W. J. Roth, P. Nachtigall, R. E. Morris, J. Čejka, Chem. Rev. 2014, 114, 4807-4837;

L. Grajciar, O. Bludsky, W. J. Roth, P. Nachtigall, Catal. Today 2013, 204, 15-21.

M. Opanasenko, A. Dhakshinamoorthy, J. Cejka, H. Garcia, ChemCatChem 2013, 5, 1553-1561.

R. M. Martín-Aranda, E. Ortega-Cantero, M. L. Rojas-Cervantes, M. A. Vicente-Rodríguez, M. A. Bañares-Muñoz, J. Chem. Technol. Biotechnol. 2005, 80, 234-238.

Zeolite-derived hybrid materials with adjustable organic pillars