Zirconium-butadiene bonded over a planar set of oxygens derived from calix[4]arene and its behavior as a source of zirconium (II). Organometallics, 16(25):5457-5469, 1997. cited By 42![Zirconium-butadiene bonded over a planar set of oxygens derived from calix[4]arene and its behavior as a source of zirconium (II) [link]](https://bibbase.org/img/filetypes/link.svg "link")
Paper doi abstract bibtex This report deals with the first examples of butadienes bonded to a Zr-O matrix provided by a calix[4]arene skeleton and their reactivity. The reaction of [p-But-calix[4]-OMe)2-(O)2)ZrCl2], 2, with Mg(C4H6)(thf)2 and Mg(Ph2C4H4)(thf)3 led to [p-But-calix[4]-(OMe)2(O)2-Zr(η 4-C4H6)], 3, and [p-But-calix[4]-(OMe)2(O)2Zr(η 4-Ph2C4H4)], 4. The butadiene fragment exhibits a π2,η4 bonding mode, as shown by an X-ray analysis on both compounds. Extended Hückel calculations confirmed the energetically preferred s-cis conformation and the π2,η4 bonding mode vs the σ2,π,η4 one. The parent compound 3 of this series behaves, however, both as a source of zirconium(II) in displacement reactions or as a dialkyl derivative of zirconium(IV) in insertion reactions. In the former class of transformations, the reaction of 3 with Ph2CO and PhCOCOPh led to the dioxo metallacycles [p-But-calix[4]-(OMe)2(O)2-Zr-OC(Ph) 2-C(Ph)2O-], 5, and [p-But-calixt[4](OMe)2(O) 2Zr-OC(Ph)=C(Ph)O-)], 6, respectively. Butadiene was also displaced by diphenylacetylene leading to [p-But-calix-[4]-(OMe)2(O)2Zr(η 2-Ph2C2)], 7, and by a phenylnitrene source [PhN3] forming the dinuclear phenylimido-bridged complex [p-But-calix[4]-(OMe)2(O)22Zr 2(μ-NPh)2], 8. Unlike at room temperature, Ph2CO reacted with 3 at low temperature without displacing the butadiene, but leading, instead, to the stepwise insertion of the ketone to form [p-But-calix[4]-(OMe)2(O)2ZrCH 2CH=CHCH2C(Ph)2O], 10, and [p-But-calix[4](OMe)2(O)2Zr-OC(Ph) 2-CH2CH=CHCH2C(Ph)2O-], 11. Using 2 mol of acetone, [p-But-calix[4]-(OMe)2(O)2Zr-OC(Me) 2CH2CH=CHCH2C(Me)2O-], 12, was obtained. MeCN and EtCN inserted in a single Zr-C bond (of a formal σ2,π,η4 structure) yielding [p-But-calix[4]-(OMe)2(O)2Zr-CH 2CH=CHCH2C(Me)=N-], 13, and [p-But-calix[4](OMe)2(O)2Zri-CH 2CH=CHCH2-C(Et)=N-], 14. ButNC engaged 3 in a multistep insertion reaction leading to [p-But-calix[4]-(OMe)2(O)2Zr-(Bu t)NC(C4H6)C(C=NBut)N(Bu t)-], 15, via a pathway which has been observed in the reaction of ButNC with dialkylzirconium calix[4]arene derivatives. The σ2 behavior of butadiene in 3 was further verified in the reaction with H2O to give [p-But-calix[4]-(OMe)2(O)22Zr 2(μ-O)2], 9, and butenes., references=Yasuda, H., Tatsumi, K., Nakamura, A., (1985) Acc. Chem. Res., 18, p. 120; Erker, G., Krüger, C., Müller, G., (1986) Adv. Organomet. Chem., 24, p. 1. , and references therein; Fryzuk, M.D., Haddad, T.S., Rettig, S.J., (1989) Organometallics, 8, p. 1723; Diamond, G.M., Green, M.L.H., Walker, N.M., Howard, J.A.K., (1992) J. Chem. Soc., Dalton Trans., p. 2641; Giannini, L., Solari, E., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1994) Angew. Chem., Int. Ed. Engl, 33, p. 2204; Giannini, L., Solari, E., De Angelis, S., Ward, T.R., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1995) J. Am. Chem. Soc., 117, p. 5801; Floriani, C., Ciurli, S., Chiesi-Villa, A., Guastini, C., (1987) Angew. Chem., Int. Ed. Engl., 26, p. 70; Giannini, L., Solari, E., Zanotti-Gerosa, A., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1996) Angew. Chem., Int. Ed. Engl., 35, p. 85; Gutsche, C.D., (1989) Calixarenes, , The Royal Society of Chemistry: Cambridge, U.K; Vicens, J., Böhmer, V., (1991) Calixarenes, a Versatile Class of Macrocyclic Compounds, , Kluwer: Dordrecht, The Netherlands; Giannini, L., Caselli, A., Solari, E., Floriani, C., Chiesi-Villa, A., Rizzoli, C., Re, N., Sgamellotti, A., (1997) J. Am. Chem. Soc., 119, p. 9198; Giannini, L., Caselli, A., Solari, E., Floriani, C., Chiesi-Villa, A., Rizzoli, C., Re, N., Sgamellotti, A., (1997) J. Am. Chem. Soc., 119, p. 9709; Corker, J., Lefebvre, F., Lecuyer, C., Dufaud, V., Quignard, F., Choplin, A., Evans, J., Basset, J.-M., (1996) Science, 271, p. 966; Niccolai, G.P., Basset, J.-M., (1996) Appl. Catal, A, 146, p. 145; Vidai, V., Theolier, A., Thivolle-Cazat, J., Basset, J.-M., Corker, J., (1996) J. Am. Chem. Soc., 118, p. 4595; Arduini, A., Casnati, A., (1996) Macrocycle Synthesis, , Parker, O., Ed.; Oxford University Press: New York, Chapter 7; Lindsay, R.O., Allen, C.F.H., (1955) Organic Syntheses, 3 COLLECT. VOL., p. 710. , Wiley: New York; Fujita, K., Ohnuma, Y., Yasuda, H., Tani, H., (1976) J. Organomet. Chem., 113, p. 201; Yasuda, H., Kajihara, Y., Mashima, K., Nagasuna, K., Lee, K., Nakamura, A., (1982) Organometallics, 1, p. 388; Lawton, S.L., Jaeobson, R.A., (1965) TRACER (A Cell Reduction Program), , Ames Laboratory. Iowa State University of Science and Technology: Ames, IA; Lehmann, M.S., Larsen, F., (1974) K.Acta Crystallogr., Sect. A: Cryst. Phys., Diffr., Theor. Gen. Crystallogr., A30, pp. 580-584; Wilson, A.J.C., (1942) Nature, 150, p. 151; North, A.C.T., Phillips, D.C., Mathews, F.S., (1968) Acta Crystallogr., Sect. A: Cryst. Phys., Diffr., Theor. Gen. Crystallogr., A24, p. 351; Kynoch, J., (1974) International Tables for X-ray Crystallography, 4, p. 99. , Press: Birmingham, England; International Tables for X-ray Crystallography, p. 149; Stewart, R.F., Davidson, E.R., Simpson, W.T., (1965) J. Chem. Phys., 42, p. 3175; Sheldrick, G.M., (1976) SHELX76. Program for Crystal Structure Determination, , University of Cambridge: Cambridge, England; Sheldrick, G.M., (1992) SHELXL92. Program for Crystal Structure Refinement, , University of Göttingen: Göttingen, Germany; See paragraph at the end regarding Supporting Information; Erker, G., Engel, K., Krüger, C., Chiang, A.-P., (1982) Chem. Ber., 115, p. 3311; Blenkers, J., Hessen, B., Van Bolhuis, F., Wagner, A.J., Teuben, J.H., (1987) Organometallics, 6, p. 459; Yasuda, H., Nakamura, A., (1987) Angew. Chem., Int. Ed. Engl., 26, p. 723; Erker, G., Dorf, U., Benn, R., Reinhardt, R.-D., (1984) J. Am. Chem. Soc., 706, p. 7649; Erker, G., Lecht, R., Petersen, J.L., Bönnemann, H., (1987) Organometallics, 6, p. 1962; Akita, M., Matsuoka, K., Asami, K., Yasuda, H., Nakamura, A., (1987) J. Organomet. Chem., 327, p. 193; Bürgi, H.B., Dubler-Steude, K.C., (1988) J. Am. Chem. Soc., 110, p. 4953; Erker, G., Aul, R., (1988) Organometallics, 7, p. 2070; Erker, G., Sosna, F., Zwettler, R., Krüger, C., (1989) Organometallics, 8, p. 450; Yasuda, H., Okamoto, T., Matsuoka, Y., Nakamura, A., Kai, Y., Kanehisa, N., Kasai, N., (1989) Organometallics, 8, p. 1139; Erker, G., Friedrich, S., Ralf, N., (1990) Chem. Ber., 123, p. 821; Erker, G., Babil, M., (1990) Chem. Ber., 123, p. 1327; Beckhaus, R., Wilbrandt, D., Flatau, S., Böhmer, H., (1992) J. Organomet. Chem., 423, p. 211; Erker, G., Engel, K., Korek, U., Czisch, P., Berke, H., Caubère, P., Vanderesse, R., (1985) Organometallics, 4, p. 1531; Erker, G., Wicker, J., Engel, K., Krüger, C., (1982) Chem. Ber., 1155, p. 3300; Hoffmann, R., Lipscomb, W.N., (1962) J. Chem. Phys., 36, p. 2179; Hoffmann, R., (1963) J. Chem. Phys., 39, p. 1397; Tatsumi, K., Yasuda, H., Nakamura, A., (1983) Isr. J. Chem., 23, p. 145; Yasuda, H., Tatsumi, K., Okamoto, T., Mashima, K., Lee, K., Nakamura, A., Kai, Y., Kasai, N., (1985) J. Am. Chem. Soc., 107, p. 2410; Cenini, S., La Monica, G., (1976) Inorg. Chim. Acta, 18, p. 279; Osborne, J.H., Rheingold, A.L., Trogler, W.C., (1985) J. Am. Chem. Soc., 707, p. 7945; Gambarotta, S., Chiesi-Villa, A., Guastini, C., (1984) J. Organomet. Chem., 270, pp. C49; Nugent, W.A., Haymore, B.L., (1980) Coord. Chem. Rev., 31, p. 123; Hubert-Pfalzgraf, L.G., Aharonian, G., (1985) Inorg. Chim. Acta, 700, pp. L21; Negishi, E.-I., Takahashi, T., (1994) Acc. Chem. Res., 27, p. 124; Van Wagenen, B.C., Linghouse, T., (1989) Tetrahedron Lett., 30, p. 3495; Takahashi, T., Swanson, D.R., Negishi, E.-I., (1987) Chem. Lett., p. 623; Buchwald, S.L., Watson, B.T., (1987) J. Am. Chem. Soc., 109, p. 2544; Lefeber, C., Baumann, W., Tillack, A., Kempe, R., Görls, H., Rosenthal, U., (1996) Organometallics, 15, p. 3486; Rosenthal, U., Ohff, A., Baumann, W., Tillack, A., (1995) Z. Anorg. Allg. Chem., 627, p. 77; Rosenthal, U., Ohff, A., Michalik, M., Görls, H., Burlakov, V.V., Shur, V.B., (1993) Angew. Chem., Int. Ed. Engl., 32, p. 1193; Walsh, P.J., Hollander, F.J., Bergman, R.G., (1992) J. Am. Chem. Soc., 110, p. 8729; Nugent, W.A., Harlow, R.L., (1979) Inorg. Chem., 18, p. 2030. , and references therein; Polamo, M., Mutikainen, I., Leskelä, M., (1996) Acta Crystallogr, Sect. C: Cryst. Struct. Commun., 52, p. 1082; Lee, S.Y., Bergman, R.G., (1996) J. Am. Chem. Soc., 118, p. 6396; Jacoby, D., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1993) J. Am. Chem. Soc., 115, p. 7025; Howard, W.A., Waters, M., Parkin, G., (1993) J. Am. Chem. Soc., 115, p. 4917; Carney, M.J., Walsh, P.J., Hollander, F.J., Bergman, R.G., (1992) Organometallics, 11, p. 761; Erker, G., Pfaff, R., (1993) Organometallics, 12, p. 1921; Erker, G., Pfaff, R., Kowalski, D., Würthwein, E.-U., (1993) J. Org. Chem., 58, p. 6771; Moloy, K.G., Fagan, P.J., Manriquez, J.M., Marks, T.J., (1986) J. Am. Chem. Soc., 108, p. 56; Valero, C., Grehl, M., Wingbermühle, D., Kloppenburg, L., Carpenetti, D., Erker, G., Petersen, J.L., (1994) Organometallics, 13, p. 415; Scott, M.J., Lippard, S.J., (1997) J. Am. Chem. Soc., 119, p. 3411, correspondence_address1=Floriani, C.; Inst. Chim. Minerale et Analytique, , CH-1015 Lausanne, Switzerland, publisher=American Chemical Society, issn=02767333, coden=ORGND, language=English, abbrev_source_title=Organometallics, document_type=Article, source=Scopus,
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{"_id":"vgNKvPLt7CqvkRGLo","bibbaseid":"anonymous-zirconiumbutadienebondedoveraplanarsetofoxygensderivedfromcalix4areneanditsbehaviorasasourceofzirconiumii-1997","bibdata":{"bibtype":"article","type":"article","author":[{"propositions":[],"lastnames":["Caselli"],"firstnames":["A."],"suffixes":[]},{"propositions":[],"lastnames":["Giannini"],"firstnames":["L."],"suffixes":[]},{"propositions":[],"lastnames":["Solari"],"firstnames":["E."],"suffixes":[]},{"propositions":[],"lastnames":["Floriani"],"firstnames":["C."],"suffixes":[]},{"propositions":[],"lastnames":["Re"],"firstnames":["N."],"suffixes":[]},{"propositions":[],"lastnames":["Chiesi-Villa"],"firstnames":["A."],"suffixes":[]},{"propositions":[],"lastnames":["Rizzoli"],"firstnames":["C."],"suffixes":[]}],"title":"Zirconium-butadiene bonded over a planar set of oxygens derived from calix[4]arene and its behavior as a source of zirconium (II)","journal":"Organometallics","year":"1997","volume":"16","number":"25","pages":"5457-5469","doi":"10.1021/om970624m","note":"cited By 42","url":"https://www.scopus.com/inward/record.uri?eid=2-s2.0-0037985857&doi=10.1021%2fom970624m&partnerID=40&md5=f73868a0e1680a3222dada4a791c57ed","affiliation":"Inst. Chim. Minerale et Analytique, BCH, Université de Lausanne, CH-1015 Lausanne, Switzerland; Dipartimento di Chimica, Università di Perugia, I-06100 Perugia, Italy; Dipartimento di Chimica, Università di Parma, I-43100 Parma, Italy","abstract":"This report deals with the first examples of butadienes bonded to a Zr-O matrix provided by a calix[4]arene skeleton and their reactivity. The reaction of [p-But-calix[4]-OMe)2-(O)2)ZrCl2], 2, with Mg(C4H6)(thf)2 and Mg(Ph2C4H4)(thf)3 led to [p-But-calix[4]-(OMe)2(O)2-Zr(η 4-C4H6)], 3, and [p-But-calix[4]-(OMe)2(O)2Zr(η 4-Ph2C4H4)], 4. The butadiene fragment exhibits a π2,η4 bonding mode, as shown by an X-ray analysis on both compounds. Extended Hückel calculations confirmed the energetically preferred s-cis conformation and the π2,η4 bonding mode vs the σ2,π,η4 one. The parent compound 3 of this series behaves, however, both as a source of zirconium(II) in displacement reactions or as a dialkyl derivative of zirconium(IV) in insertion reactions. In the former class of transformations, the reaction of 3 with Ph2CO and PhCOCOPh led to the dioxo metallacycles [p-But-calix[4]-(OMe)2(O)2-Zr-OC(Ph) 2-C(Ph)2O-], 5, and [p-But-calixt[4](OMe)2(O) 2Zr-OC(Ph)=C(Ph)O-)], 6, respectively. Butadiene was also displaced by diphenylacetylene leading to [p-But-calix-[4]-(OMe)2(O)2Zr(η 2-Ph2C2)], 7, and by a phenylnitrene source [PhN3] forming the dinuclear phenylimido-bridged complex [p-But-calix[4]-(OMe)2(O)22Zr 2(μ-NPh)2], 8. Unlike at room temperature, Ph2CO reacted with 3 at low temperature without displacing the butadiene, but leading, instead, to the stepwise insertion of the ketone to form [p-But-calix[4]-(OMe)2(O)2ZrCH 2CH=CHCH2C(Ph)2O], 10, and [p-But-calix[4](OMe)2(O)2Zr-OC(Ph) 2-CH2CH=CHCH2C(Ph)2O-], 11. Using 2 mol of acetone, [p-But-calix[4]-(OMe)2(O)2Zr-OC(Me) 2CH2CH=CHCH2C(Me)2O-], 12, was obtained. MeCN and EtCN inserted in a single Zr-C bond (of a formal σ2,π,η4 structure) yielding [p-But-calix[4]-(OMe)2(O)2Zr-CH 2CH=CHCH2C(Me)=N-], 13, and [p-But-calix[4](OMe)2(O)2Zri-CH 2CH=CHCH2-C(Et)=N-], 14. ButNC engaged 3 in a multistep insertion reaction leading to [p-But-calix[4]-(OMe)2(O)2Zr-(Bu t)NC(C4H6)C(C=NBut)N(Bu t)-], 15, via a pathway which has been observed in the reaction of ButNC with dialkylzirconium calix[4]arene derivatives. The σ2 behavior of butadiene in 3 was further verified in the reaction with H2O to give [p-But-calix[4]-(OMe)2(O)22Zr 2(μ-O)2], 9, and butenes., references=Yasuda, H., Tatsumi, K., Nakamura, A., (1985) Acc. Chem. Res., 18, p. 120; Erker, G., Krüger, C., Müller, G., (1986) Adv. Organomet. Chem., 24, p. 1. , and references therein; Fryzuk, M.D., Haddad, T.S., Rettig, S.J., (1989) Organometallics, 8, p. 1723; Diamond, G.M., Green, M.L.H., Walker, N.M., Howard, J.A.K., (1992) J. Chem. Soc., Dalton Trans., p. 2641; Giannini, L., Solari, E., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1994) Angew. Chem., Int. Ed. Engl, 33, p. 2204; Giannini, L., Solari, E., De Angelis, S., Ward, T.R., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1995) J. Am. Chem. Soc., 117, p. 5801; Floriani, C., Ciurli, S., Chiesi-Villa, A., Guastini, C., (1987) Angew. Chem., Int. Ed. Engl., 26, p. 70; Giannini, L., Solari, E., Zanotti-Gerosa, A., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1996) Angew. Chem., Int. Ed. Engl., 35, p. 85; Gutsche, C.D., (1989) Calixarenes, , The Royal Society of Chemistry: Cambridge, U.K; Vicens, J., Böhmer, V., (1991) Calixarenes, a Versatile Class of Macrocyclic Compounds, , Kluwer: Dordrecht, The Netherlands; Giannini, L., Caselli, A., Solari, E., Floriani, C., Chiesi-Villa, A., Rizzoli, C., Re, N., Sgamellotti, A., (1997) J. Am. Chem. Soc., 119, p. 9198; Giannini, L., Caselli, A., Solari, E., Floriani, C., Chiesi-Villa, A., Rizzoli, C., Re, N., Sgamellotti, A., (1997) J. Am. Chem. Soc., 119, p. 9709; Corker, J., Lefebvre, F., Lecuyer, C., Dufaud, V., Quignard, F., Choplin, A., Evans, J., Basset, J.-M., (1996) Science, 271, p. 966; Niccolai, G.P., Basset, J.-M., (1996) Appl. Catal, A, 146, p. 145; Vidai, V., Theolier, A., Thivolle-Cazat, J., Basset, J.-M., Corker, J., (1996) J. Am. Chem. Soc., 118, p. 4595; Arduini, A., Casnati, A., (1996) Macrocycle Synthesis, , Parker, O., Ed.; Oxford University Press: New York, Chapter 7; Lindsay, R.O., Allen, C.F.H., (1955) Organic Syntheses, 3 COLLECT. VOL., p. 710. , Wiley: New York; Fujita, K., Ohnuma, Y., Yasuda, H., Tani, H., (1976) J. Organomet. Chem., 113, p. 201; Yasuda, H., Kajihara, Y., Mashima, K., Nagasuna, K., Lee, K., Nakamura, A., (1982) Organometallics, 1, p. 388; Lawton, S.L., Jaeobson, R.A., (1965) TRACER (A Cell Reduction Program), , Ames Laboratory. Iowa State University of Science and Technology: Ames, IA; Lehmann, M.S., Larsen, F., (1974) K.Acta Crystallogr., Sect. A: Cryst. Phys., Diffr., Theor. Gen. Crystallogr., A30, pp. 580-584; Wilson, A.J.C., (1942) Nature, 150, p. 151; North, A.C.T., Phillips, D.C., Mathews, F.S., (1968) Acta Crystallogr., Sect. A: Cryst. Phys., Diffr., Theor. Gen. Crystallogr., A24, p. 351; Kynoch, J., (1974) International Tables for X-ray Crystallography, 4, p. 99. , Press: Birmingham, England; International Tables for X-ray Crystallography, p. 149; Stewart, R.F., Davidson, E.R., Simpson, W.T., (1965) J. Chem. Phys., 42, p. 3175; Sheldrick, G.M., (1976) SHELX76. Program for Crystal Structure Determination, , University of Cambridge: Cambridge, England; Sheldrick, G.M., (1992) SHELXL92. Program for Crystal Structure Refinement, , University of Göttingen: Göttingen, Germany; See paragraph at the end regarding Supporting Information; Erker, G., Engel, K., Krüger, C., Chiang, A.-P., (1982) Chem. Ber., 115, p. 3311; Blenkers, J., Hessen, B., Van Bolhuis, F., Wagner, A.J., Teuben, J.H., (1987) Organometallics, 6, p. 459; Yasuda, H., Nakamura, A., (1987) Angew. Chem., Int. Ed. Engl., 26, p. 723; Erker, G., Dorf, U., Benn, R., Reinhardt, R.-D., (1984) J. Am. Chem. Soc., 706, p. 7649; Erker, G., Lecht, R., Petersen, J.L., Bönnemann, H., (1987) Organometallics, 6, p. 1962; Akita, M., Matsuoka, K., Asami, K., Yasuda, H., Nakamura, A., (1987) J. Organomet. Chem., 327, p. 193; Bürgi, H.B., Dubler-Steude, K.C., (1988) J. Am. Chem. Soc., 110, p. 4953; Erker, G., Aul, R., (1988) Organometallics, 7, p. 2070; Erker, G., Sosna, F., Zwettler, R., Krüger, C., (1989) Organometallics, 8, p. 450; Yasuda, H., Okamoto, T., Matsuoka, Y., Nakamura, A., Kai, Y., Kanehisa, N., Kasai, N., (1989) Organometallics, 8, p. 1139; Erker, G., Friedrich, S., Ralf, N., (1990) Chem. Ber., 123, p. 821; Erker, G., Babil, M., (1990) Chem. Ber., 123, p. 1327; Beckhaus, R., Wilbrandt, D., Flatau, S., Böhmer, H., (1992) J. Organomet. Chem., 423, p. 211; Erker, G., Engel, K., Korek, U., Czisch, P., Berke, H., Caubère, P., Vanderesse, R., (1985) Organometallics, 4, p. 1531; Erker, G., Wicker, J., Engel, K., Krüger, C., (1982) Chem. Ber., 1155, p. 3300; Hoffmann, R., Lipscomb, W.N., (1962) J. Chem. Phys., 36, p. 2179; Hoffmann, R., (1963) J. Chem. Phys., 39, p. 1397; Tatsumi, K., Yasuda, H., Nakamura, A., (1983) Isr. J. Chem., 23, p. 145; Yasuda, H., Tatsumi, K., Okamoto, T., Mashima, K., Lee, K., Nakamura, A., Kai, Y., Kasai, N., (1985) J. Am. Chem. Soc., 107, p. 2410; Cenini, S., La Monica, G., (1976) Inorg. Chim. Acta, 18, p. 279; Osborne, J.H., Rheingold, A.L., Trogler, W.C., (1985) J. Am. Chem. Soc., 707, p. 7945; Gambarotta, S., Chiesi-Villa, A., Guastini, C., (1984) J. Organomet. Chem., 270, pp. C49; Nugent, W.A., Haymore, B.L., (1980) Coord. Chem. Rev., 31, p. 123; Hubert-Pfalzgraf, L.G., Aharonian, G., (1985) Inorg. Chim. Acta, 700, pp. L21; Negishi, E.-I., Takahashi, T., (1994) Acc. Chem. Res., 27, p. 124; Van Wagenen, B.C., Linghouse, T., (1989) Tetrahedron Lett., 30, p. 3495; Takahashi, T., Swanson, D.R., Negishi, E.-I., (1987) Chem. Lett., p. 623; Buchwald, S.L., Watson, B.T., (1987) J. Am. Chem. Soc., 109, p. 2544; Lefeber, C., Baumann, W., Tillack, A., Kempe, R., Görls, H., Rosenthal, U., (1996) Organometallics, 15, p. 3486; Rosenthal, U., Ohff, A., Baumann, W., Tillack, A., (1995) Z. Anorg. Allg. Chem., 627, p. 77; Rosenthal, U., Ohff, A., Michalik, M., Görls, H., Burlakov, V.V., Shur, V.B., (1993) Angew. Chem., Int. Ed. Engl., 32, p. 1193; Walsh, P.J., Hollander, F.J., Bergman, R.G., (1992) J. Am. Chem. Soc., 110, p. 8729; Nugent, W.A., Harlow, R.L., (1979) Inorg. Chem., 18, p. 2030. , and references therein; Polamo, M., Mutikainen, I., Leskelä, M., (1996) Acta Crystallogr, Sect. C: Cryst. Struct. Commun., 52, p. 1082; Lee, S.Y., Bergman, R.G., (1996) J. Am. Chem. Soc., 118, p. 6396; Jacoby, D., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1993) J. Am. Chem. Soc., 115, p. 7025; Howard, W.A., Waters, M., Parkin, G., (1993) J. Am. Chem. Soc., 115, p. 4917; Carney, M.J., Walsh, P.J., Hollander, F.J., Bergman, R.G., (1992) Organometallics, 11, p. 761; Erker, G., Pfaff, R., (1993) Organometallics, 12, p. 1921; Erker, G., Pfaff, R., Kowalski, D., Würthwein, E.-U., (1993) J. Org. Chem., 58, p. 6771; Moloy, K.G., Fagan, P.J., Manriquez, J.M., Marks, T.J., (1986) J. Am. Chem. Soc., 108, p. 56; Valero, C., Grehl, M., Wingbermühle, D., Kloppenburg, L., Carpenetti, D., Erker, G., Petersen, J.L., (1994) Organometallics, 13, p. 415; Scott, M.J., Lippard, S.J., (1997) J. Am. Chem. Soc., 119, p. 3411, correspondence_address1=Floriani, C.; Inst. Chim. Minerale et Analytique, , CH-1015 Lausanne, Switzerland, publisher=American Chemical Society, issn=02767333, coden=ORGND, language=English, abbrev_source_title=Organometallics, document_type=Article, source=Scopus, ","key":"Caselli19975457","id":"Caselli19975457","bibbaseid":"anonymous-zirconiumbutadienebondedoveraplanarsetofoxygensderivedfromcalix4areneanditsbehaviorasasourceofzirconiumii-1997","role":"author","urls":{"Paper":"https://www.scopus.com/inward/record.uri?eid=2-s2.0-0037985857&doi=10.1021%2fom970624m&partnerID=40&md5=f73868a0e1680a3222dada4a791c57ed"},"metadata":{"authorlinks":{}}},"bibtype":"article","biburl":"https://cloud.alberti.top/index.php/s/xQ8igwraeGLfEPJ/download/scopus.bib","dataSources":["irnS7ryEAzf9jZde2","LBbkvwYBGL2WNBwtp","7pF76B4jHaih5QEAT"],"keywords":[],"search_terms":["zirconium","butadiene","bonded","over","planar","set","oxygens","derived","calix","arene","behavior","source","zirconium"],"title":"Zirconium-butadiene bonded over a planar set of oxygens derived from calix[4]arene and its behavior as a source of zirconium (II)","year":1997}