Artículo

Di Salvo, F.; Tsang, M.Y.; Teixidor, F.; Viñas, C.; Planas, J.G.; Crassous, J.; Vanthuyne, N.; Aliaga-Alcalde, N.; Ruiz, E.; Coquerel, G.; Clevers, S.; Dupray, V.; Choquesillo-Lazarte, D.; Light, M.E.; Hursthouse, M.B. "A racemic and enantiopure unsymmetric diiron(III) complex with a chiral o-carborane-based pyridylalcohol ligand: Combined chiroptical, magnetic, and nonlinear optical properties" (2014) Chemistry - A European Journal. 20(4):1081-1090
Estamos trabajando para incorporar este artículo al repositorio
Consulte el artículo en la página del editor
Consulte la política de Acceso Abierto del editor

Abstract:

The design of molecule-based systems combining magnetic, chiroptical and second-order optical nonlinear properties is still very rare. We report an unusually unsymmetric diiron(III) complex 1, in which three bulky chiral carboranylpyridinealkoxide ligands (oCBhmp-) bridge both metal ions and the complex shows the above-mentioned properties. The introduction of o-carborane into the 2-(hydroxymethyl)pyridine (hmpH) architecture significantly alters the coordination of the simple or aryl-substituted 2-hmpH. The unusual architecture observed in 1 seems to be triggered by the poor nucleophilicity of our alkoxide ligand (oCBhmp-). A very rare case of spontaneous resolution takes place on precipitation or exposure to solvent vapor for the bulk compound, as confirmed by a combination of single-crystal and powder X-ray diffraction, second-harmonic generation, and circular dichroism. The corresponding enantiopure complexes (+)1 and (-)1 have also been synthesized and fully characterized. This research provides a new building block with unique geometry and electronics to construct coordination complexes with multifunctional properties. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Registro:

Documento: Artículo
Título:A racemic and enantiopure unsymmetric diiron(III) complex with a chiral o-carborane-based pyridylalcohol ligand: Combined chiroptical, magnetic, and nonlinear optical properties
Autor:Di Salvo, F.; Tsang, M.Y.; Teixidor, F.; Viñas, C.; Planas, J.G.; Crassous, J.; Vanthuyne, N.; Aliaga-Alcalde, N.; Ruiz, E.; Coquerel, G.; Clevers, S.; Dupray, V.; Choquesillo-Lazarte, D.; Light, M.E.; Hursthouse, M.B.
Filiación:Institut de Ciència de Materials de Barcelona (ICMAB-CSIC), Campus U.A.B., 08193 Bellaterra, Spain
Departamento de Química Inorgánica, Analítica, y Química Física, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellõn 2, C1428EHA Buenos Aires, Argentina
Institut des Sciences Chimiques de Rennes, Campus de Beaulieu, Université de Rennes 1, 35042 Rennes Cedex, France
Aix Marseille Université, Centrale Marseille, CNRS iSm2 UMR 7313, 13397 Marseille, France
Instituciõ Catalana de Recerca i Estudis Avançats (ICREA), Institut de Ciència de Materials de Barcelona (ICMAB-CSIC), Campus de la UAB, 08193 Bellaterra, Spain
Departament de Química Inorgànica, Institut de Recerca de Química Teòrica i Computacional, Universitat de Barcelona, Diagonal 647, 08028, Spain
Unite de Cristallogenese, Sciences et Methodes Separatives (SMS), Universite de ROUEN, Rue Tesniere, F-76821 Mont Saint-Aignan cedex, France
Laboratorio de Estudios Cristalográficos, IACT-CSIC, Armilla, Granada, Spain
School of Chemistry, University of Southampton, Highfield, Southampton, SO17 1BJ, United Kingdom
Department of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah 21588, Saudi Arabia
Idioma: Inglés
Palabras clave:boron; chirality; iron; second-harmonic generation; spontaneous resolution
Año:2014
Volumen:20
Número:4
Página de inicio:1081
Página de fin:1090
DOI: http://dx.doi.org/10.1002/chem.201303037
Título revista:Chemistry - A European Journal
Título revista abreviado:Chem. Eur. J.
ISSN:09476539
CODEN:CEUJE
Registro:http://digital.bl.fcen.uba.ar/collection/paper/document/paper_09476539_v20_n4_p1081_DiSalvo

Referencias:

  • Knof, U., Von Zelewsky, A., (1999) Angew. Chem., 111, pp. 312-333
  • (1999) Angew. Chem. Int. Ed., 38, pp. 302-322
  • Amouri, H., Gruselle, M., (2008) Chirality in Transition Metal Chemistry: Molecules, Supramolecular Assemblies and Materials, , Wiley, Chichester
  • Crassous, J., (2009) Chem. Soc. Rev., 38, pp. 830-845
  • Crassous, J., (2012) Chem. Commun., 48, pp. 9684-9692
  • Bauer, E.B., (2012) Chem. Soc. Rev., 41, pp. 3153-3167
  • Rikken, G.L.J.A., Raupach, E., (1997) Nature, 390, pp. 493-494
  • Train, C., Gheorghe, R., Krstic, V., Chamoreau, L.M., Ovanesyan, N., Rikken, G., Gruselle, M., Verdaguer, M., (2008) Nat. Mater., 7, pp. 729-734
  • Train, C., Gruselle, M., Verdaguer, M., (2011) Chem. Soc. Rev., 40, pp. 3297-3312
  • Pattacini, R., Teo, P., Zhang, J., Lan, Y., Powell, A.K., Nehrkorn, J., Waldmann, O., Braunstein, P., (2011) Dalton Trans., 40, p. 10526
  • Taguchi, T., Wernsdofer, W., Abboud, K.A., Christou, G., (2010) Inorg. Chem., 49, p. 10579
  • Hubrich, M., Peukert, M., Seichter, W., Weber, E., (2010) Polyhedron, 29, p. 1854
  • Telfer, S.G., Parker, N.D., Kuroda, R., Harada, T., Lefebvre, J., Leznoff, D.B., (2008) Inorg. Chem., 47, p. 209
  • Yilmaz, V.T., Hamamci, S., Thone, C., (2004) Polyhedron, 23, p. 841
  • Ito, M., Onaka, S., (2004) Inorg. Chim. Acta, 357, p. 1039. , for complexes of 3- and/or 4-(hydroxymethyl)pyridine, see
  • Jakab, N.I., Vaskova, Z., Moncol, J., Gyurcsik, B., Sima, J., Koman, M., Valigura, D., (2010) Polyhedron, 29, p. 2262
  • Murugavel, R., Kuppuswamy, S., Gogoi, N., Boomishankar, R., Steiner, A., (2010) Chem. Eur. J., 16, p. 994
  • Bacchi, A., Carcelli, M., Chiodo, T., Mezzadri, F., (2008) CrystEngComm, 10, p. 1916
  • Terrasson, V., García, Y., Farràs, P., Teixidor, F., Viñas, C., Planas, J.G., Prim, D., Hursthouse, M.B., (2010) CrystEngComm, 12, p. 4109
  • Di Salvo, F., Camargo, B., García, Y., Teixidor, F., Viñas, C., Planas, J.G., Light, M.E., Hursthouse, M.B., (2011) CrystEngComm, 13, p. 5788
  • Di Salvo, F., Paterakis, C., Tsang, M.Y., García, Y., Viñas, C., Teixidor, F., Planas, J.G., Choquesillo-Lazarte, D., (2013) Cryst. Growth Des., 13, pp. 1473-1484
  • Olid, D., Núñez, R., Viñas, C., Teixidor, F., (2013) Chem. Soc. Rev., 42, pp. 3318-3336
  • Teixidor, F., Viñas, C., (2005) Science of Synthesis, Vol. 6, p. 1235. , Thieme, Stuttgart, p. and references therein
  • Grimes, R.N., (2011) Carboranes, 2nd Ed., , Elsevier, Amsterdam
  • Scholz, M., Hey-Hawkins, E., (2011) Chem. Rev., 111, p. 7035. , references therein
  • Schwartz, L., Eriksson, L., Lomoth, R., Teixidor, F., Viñas, C., Ott, S., (2008) Dalton Trans., pp. 2379-2381
  • Núñez, R., Farràs, P., Teixidor, F., Viñas, C., Sillanpää, R., Kivekäs, R., (2006) Angew. Chem., 118, pp. 1292-1294
  • (2006) Angew. Chem. Int. Ed., 45, pp. 1270-1272
  • Teixidor, F., Núñez, R., Viñas, C., Sillanpää, R., Kivekäs, R., (2000) Angew. Chem., 112, pp. 4460-4462
  • (2000) Angew. Chem. Int. Ed., 39, pp. 4290-4292
  • Di Salvo, F., Teixidor, F., Viñas, C., Planas, J.G., Light, M.E., Hursthouse, M.B., Aliaga-Alcalde, N., (2012) Cryst. Growth Des., 12, p. 5720
  • Zhu, Y.-Y., Guo, X., Cui, C., Wang, B.-W., Wang, Z.-M., Gao, S., (2011) Chem. Commun., 47, pp. 8049-8051
  • Constable, E.C., Zhang, G., Housecroft, C.E., Neuburger, M., Zampese, J.A., (2010) Chem. Commun., 46, pp. 3077-3079
  • Singh, R., Banerjee, A., Colacio, E., Rajak, K.K., (2009) Inorg. Chem., 48, pp. 4753-4762
  • Train, C., Nuida, T., Gheorghe, R., Gruselle, M., Ohkoshi, S., (2009) J. Am. Chem. Soc., 131, pp. 16838-16843
  • Chen, W.-Q., Chen, Y.-M., Lei, T., Liu, W., Li, Y., (2012) Inorg. Chem. Commun., 19, pp. 4-9
  • Butsch, K., Klein, A., Bauer, M., (2011) Inorg. Chim. Acta, 374, p. 350. , references therein
  • Tshuva, E.Y., Lippard, S.J., (2004) Chem. Rev., 104, p. 987
  • Zang, Y., Dong, Y., Que Jr., L., Kauffmann, K., Münck, E., (1995) J. Am. Chem. Soc., 117, p. 1169
  • Shweky, I., Bino, A., Goldberg, D.P., Lippard, S.J., (1994) Inorg. Chem., 33, p. 5161
  • Macrae, C.F., Edgington, P.R., McCabe, P., Pidcock, E., Shields, G.P., Taylor, R., Towler, M., Van De Streek, J., (2006) J. Appl. Crystallogr., 39, pp. 453-457. , Mercury: visualization and analysis of crystal structures
  • Sun, J.-P., Li, L.-C., Zheng, X.-J., (2011) Inorg. Chem. Commun., 14, pp. 877-881
  • Taguchi, T., Stamatatos, T.C., Abboud, K.A., Jones, C.M., Poole, K.M., O'Brien, T.A., Christou, G., (2008) Inorg. Chem., 47, pp. 4095-4108. , VOJTAQ, VOJTEU
  • Christmas, C.A., Tsai, H.-L., Pardi, L., Kesselman, J.M., Gantzel, P.K., Chadha, R.K., Gatteschi, D., Hendrickson, D.N., (1993) J. Am. Chem. Soc., 115, pp. 12483-12490. , YAZDUY
  • Delbecq, F., Sautet, P., (1992) J. Am. Chem. Soc., 114, pp. 2446-2455
  • Smith, H.E., (2000) Circular Dichroism: Principles and Applications, 2nd Ed., , (Eds.: N. Berova, K. Nakanishi, R. W. Woody), Wiley-VCH, Weinheim
  • Flack, H.D., (1983) Acta Crystallogr. Sect. A, 39, p. 876
  • Jacques, J., Collet, A., Wilen, S.H., (1994) Enantiomers, Racemates, and Resolutions, , Krieger, Malabar
  • Coquerel, G., (2007) Novel Optical Resolution Technologies, p. 1. , Springer, Berlin, Heidelberg
  • Pérez-García, L., Amabilino, D.B., (2007) Chem. Soc. Rev., 36, pp. 941-967
  • Halasyamani, P.S., Poeppelmeier, K.R., (1998) Chem. Mater., 10, pp. 2753-2769
  • Ok, K.M., Chi, E.O., Halasyamani, P.S., (2006) Chem. Soc. Rev., 35, pp. 710-717
  • Amharar, Y., Petit, S., Sanselme, M., Cartigny, Y., Petit, M.-N., Coquerel, G., (2011) Cryst. Growth Des., 11, pp. 2453-2462
  • Kinbara, K., Hashimoto, Y., Sukegawa, M., Nohira, H., Saigo, K., (1996) J. Am. Chem. Soc., 118, pp. 3441-3449
  • Galland, A., Dupray, V., Berton, B., Morin, S., Sanselme, M., Atmani, H., Coquerel, G., (2009) Cryst. Growth Des., 9, pp. 2713-2718
  • Kahn, O., (1993) Molecular Magnetism, pp. 23-26. , Wiley-VCH, New York, â€
  • Doudouh, A., Woltermann, C., Gos, P.C., (2007) J. Org. Chem., 72, p. 4978
  • Nonius, B.V., (1998) COLLECT Data Collection Software
  • Otwinowski, Z., Minor, W., (1997) Methods in Enzymology, Vol. 276: Processing of X-ray Diffraction Data Collected in Oscillation Mode of Macromolecular Crystallography, Part A, pp. 307-326. , (Eds.: C. W. Carter, Jr., R. M. Sweet), Academic Press, New York, â€
  • Sheldrick, G.M., SADABS, Bruker Nonius Area-detector Scaling and Absorption Correction, V2.10
  • CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)Sheldrick, G.M., (1998) SHELX97, , Programs for Crystal Structure Analysis (Release 97-2), University of Göttingen, Göttingen, Germany
  • Bruno, J., Cole, J.C., Edgington, P.R., Kessler, M., Macrae, C.F., McCabe, P., Pearson, J., Taylor, R., (2002) Acta Crystallogr. Sect. B, 58 B, p. 389
  • (2012) CrysAlis CCD and CrysAlis RED, Versions 1.171.33.55, , Oxford Diffraction Ltd: Yarnton, Oxfordshire, UK
  • Dolomanov, O.V., Blake, A.J., Champness, N.R., Schröder, M.J., (2003) Appl. Crystallogr., 36, p. 1283
  • Sheldrick, G.M., (1997) SHELXS-97 and SHELXL-97, , University of Göttingen: Göttingen, Germany
  • (2012) Bruker, APEX2 Software, , Bruker AXS Inc. V2012.2, Madison, Wisconsin, USA
  • (1997) Bruker, SAINT, Area Detector Integration Software, , Bruker AXS Inc., V8.18c Madison, Wisconsin, USA
  • Van Der Sluis, P., Spek, A.L., (1990) Acta Crystallogr. Sect. A, 46, pp. 194-201. , SQUEEZE
  • Clevers, S., Simon, F., Dupray, V., Coquerel, G., (2013) J. Therm. Anal. Calorim., 112, pp. 271-277
  • Kurtz, S.K., Perry, T.T., (1968) J. Appl. Phys., 39, pp. 3798-3813. , For a powder technique for the evaluation of nonlinear optical materials, see
  • Ruiz, E., Alemany, P., Alvarez, S., Cano, J., (1997) J. Am. Chem. Soc., 119, pp. 1297-1303
  • Ruiz, E., Cano, J., Alvarez, S., (2005) Chem. Eur. J., 11, pp. 4767-4771
  • Ruiz, E., Cauchy, T., Cano, J., Costa, R., Tercero, J., Alvarez, S., (2008) J. Am. Chem. Soc., 130, pp. 7420-7426
  • Ruiz, E., (2004) Struct. Bonding, 113, pp. 71-102
  • Ruiz, E., Alvarez, S., Cano, J., Polo, V., (2005) J. Chem. Phys., 123, p. 164110
  • Ruiz, E., Cano, J., Alvarez, S., Alemany, P., (1999) J. Comp. Chem., 20, pp. 1391-1400
  • Ruiz, E., Rodríguez-Fortea, A., Cano, J., Alvarez, S., Alemany, P., (2003) J. Comp. Chem., 24, pp. 982-989
  • Ruiz, E., Rodríguez-Fortea, A., Tercero, J., Cauchy, T., Massobrio, C., (2005) J. Chem. Phys., 123, p. 074102
  • Becke, A.D., (1993) J. Chem. Phys., 98, pp. 5648-5652
  • Schäfer, A., Huber, C., Ahlrichs, R., (1994) J. Chem. Phys., 100, pp. 5829-5835
  • Frisch, M.J., (2009) Gaussian 09, Revision B.01, , Gaussian, Inc., Wallingford CT
  • Jaguar 7.0: Schrödinger, LLC, New York, 2007Vacek, G., Perry, J.K., Langlois, J.-M., (1999) Chem. Phys. Lett., 310, pp. 189-194

Citas:

---------- APA ----------
Di Salvo, F., Tsang, M.Y., Teixidor, F., Viñas, C., Planas, J.G., Crassous, J., Vanthuyne, N.,..., Hursthouse, M.B. (2014) . A racemic and enantiopure unsymmetric diiron(III) complex with a chiral o-carborane-based pyridylalcohol ligand: Combined chiroptical, magnetic, and nonlinear optical properties. Chemistry - A European Journal, 20(4), 1081-1090.
http://dx.doi.org/10.1002/chem.201303037
---------- CHICAGO ----------
Di Salvo, F., Tsang, M.Y., Teixidor, F., Viñas, C., Planas, J.G., Crassous, J., et al. "A racemic and enantiopure unsymmetric diiron(III) complex with a chiral o-carborane-based pyridylalcohol ligand: Combined chiroptical, magnetic, and nonlinear optical properties" . Chemistry - A European Journal 20, no. 4 (2014) : 1081-1090.
http://dx.doi.org/10.1002/chem.201303037
---------- MLA ----------
Di Salvo, F., Tsang, M.Y., Teixidor, F., Viñas, C., Planas, J.G., Crassous, J., et al. "A racemic and enantiopure unsymmetric diiron(III) complex with a chiral o-carborane-based pyridylalcohol ligand: Combined chiroptical, magnetic, and nonlinear optical properties" . Chemistry - A European Journal, vol. 20, no. 4, 2014, pp. 1081-1090.
http://dx.doi.org/10.1002/chem.201303037
---------- VANCOUVER ----------
Di Salvo, F., Tsang, M.Y., Teixidor, F., Viñas, C., Planas, J.G., Crassous, J., et al. A racemic and enantiopure unsymmetric diiron(III) complex with a chiral o-carborane-based pyridylalcohol ligand: Combined chiroptical, magnetic, and nonlinear optical properties. Chem. Eur. J. 2014;20(4):1081-1090.
http://dx.doi.org/10.1002/chem.201303037