Organometallic reactivity on a calix[4]arene oxo surface. The stepwise migratory insertion of carbon monoxide and isocyanides into zirconium-carbon bonds anchored to a calix[4]arene moiety. Journal of the American Chemical Society, 119(41):9709-9719, 1997. cited By 72![Organometallic reactivity on a calix[4]arene oxo surface. The stepwise migratory insertion of carbon monoxide and isocyanides into zirconium-carbon bonds anchored to a calix[4]arene moiety [link]](https://bibbase.org/img/filetypes/link.svg "link")
Paper doi abstract bibtex The present report deals with the multistep migratory insertion of carbon monoxide and isocyanides into the metal-carbon bonds of the ZrR2 fragment anchored to a tetroxo matrix, defined by the dimethoxycalix[4]arene dianion [p-Bu(t)-calix[4]-(OMe)2(O)2]2-. The relevant differences between the two fragments [p-Bu(t)-calix[4]-(OMe)2-(O)2Zr]2+ and [Cp2Zr]2+ are experimentally proven and theoretically interpreted. Unlike those for [Cp2Zr]2+ derivatives, the reaction of CO with [p-Bu(t)-calix[4]-(OMe)2(O)2ZrR2] [R = Me, 1; CH2Ph, 2; p-MeC6H4, 3] proceeds via a two-step migration directly to the corresponding η2-metal-bonded-ketones [p-Bu(t)-calix[4]-(OMe)2(O)2Zrη2-C(R2)O] (R = Me, 4; CH2Ph, 5; p-MeC6H4, 6). The Zr-C functionality in 4-6 maintains its inserting capability in the reaction with ketones, i.e., Ph2CO, leading to the diolate derivative [p-Bu(t)-calix[4]-(OMe)2(O)2ZrOC(R2)C(Ph2)O] (8, R = p-MeC6H4), or with Bu(t)NC, forming [p-Bu(t)-calix[4]-(OMe)2(O)2ZrOC(Me2)C(CNBu(t))N(Bu (t)] (7). The reaction of 1-3 with Bu(t)NC proceeds through two different pathways, depending on the temperature and the R substituent at the metal. The first one leads to the η2-metal-bonded imine [p-Bu(t)-calix[4]-(OMe)2(O)2Zrη2-N(Bu(t)C(R2)] [R = Me, 12; CH2Ph, 13], which inserts two additional molecules of Bu(t)NC to give a metalladiazacyclopentane, [p-Bu(t)-calix [4]-(OMe)2(O)2ZrN(Bu(t))C(Me2)C(CNBu(t))N(Bu(t)] (14). The second pathway led, at low temperature, to the bis-η2-iminoacyls [p-Bu(t)-calix[4]-(OMe)2(O)2Zrη2-N(Bu(t)) = C(R)2] [R = Me, 15; p-MeC6H4, 16], which at 60°C couple to the corresponding enediamido ligand in [p-Bu(t)-calix[4]-(OMe)2(O)2Zr-N(Bu(t(C(R)=C(R)N(Bu(t)] [R = Me, 17; p-MeC6H4, 18]. The coupling of 15 and 16 showed first order kinetics in both cases and allowed the calculation of the corresponding activation parameters. The most significant differences between [p-Bu(t)-calix[4]-(OMe)2(O)2Zr]2+ and [Cp2Zr]2+ have been interpreted on the basis of the frontier orbital sets of the two fragments., keywords=calixarene; carbon monoxide; isocyanate, article; chemical bond; conformation; drug synthesis; reaction analysis; surface property; temperature, chemicals_cas=carbon monoxide, 630-08-0; isocyanate, 71000-82-3, 75-13-8, references=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; Corker, J., Lefebvre, F., Lecuyer, C., Dufaud, V., Quignard, F., Choplin, A., Evans, J., Basset, J.-M., (1996) Science, 271, pp. 966-969; Niccolai, G.P., Basset, J.-M., (1996) Appl. Catal. A, 146, pp. 145-156; Vidal, V., Theolier, A., Thivolle-Cazat, J., Basset, J.-M., Corker, J., (1996) J. Am. Chem. Soc., 118, pp. 4595-4662; Giannini, L., Solari, E., Zanotti-Gerosa, A., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1996) Angew. Chem., Int. Ed. Engl., 35, pp. 85-87; Castellano, B., Zanotti-Gerosa, A., Solari, E., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1996) Organometallics, 15, pp. 4894-4896; Giannini, L., Solari, E., Zanotti-Gerosa, A., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1996) Angew. Chem., Int. Ed. Engl., 35, pp. 2825-2827; Giannini, L., Solari, E., Zanotti-Gerosa, A., Floriani, C., Chiesi-Villa, A., Rizzoli, C., Angew. Chem., Int. Ed. Engl., , In press; Gardiner, M.G., Lawrence, S.M., Raston, C.L., Skelton, B.W., White, A.H., (1996) Chem. Commun., p. 2491; Gardiner, M.G., Koutsantonis, G.A., Lawrence, S.M., Nichols, P.J., Raston, C.L., (1996) Chem. Commun., p. 2035; Gibson, V.C., Redshaw, C., Clegg, W., Elsegood, M.R.J., (1995) J. Chem. Soc., Chem. Commun., p. 2371; Acho, J.A., Doerrer, L.H., Lippard, S.J., (1995) Inorg. Chem., 34, p. 2542; Negishi, E.-I., Takahashi, T., (1994) Acc. Chem. Res., 27, pp. 124-130. , and references therein; Erker, G., Pfaff, R., (1993) Organometallics, 12, pp. 1921-1926; Reetz, M.T., (1994) Organometallics in Synthesis, , Schlosser, M., Ed.; Wiley: New York, Chapter 3; Negishi, E.-I., (1991) Comprehensive Organic Synthesis, 5, p. 1163. , Paquette, L. A., Ed.; Pergamon: Oxford; Schore, N.E., (1991) Comprehensive Organic Synthesis, 5, p. 1037. , Paquette, L. A., Ed.; Pergamon: Oxford; Buchwald, S.L., Nielsen, R.B., (1988) Chem. Rev., 88, pp. 1047-1058; Cardin, D.J., Lappert, M.F., Raston, C.L., (1986) Chemistry of Organozirconium and Hafnium Compounds, , Wiley: New York; Coates, G.W., Waymouth, R.M., (1995) Comprehensive Organometallic Chemistry II, 12. , Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford, Chapter 12.1; Ryan, E.J., (1995) Comprehensive Organometallic Chemistry II, 4. , Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford, Chapter 9; Jordan, R.F., Lapointe, R.E., Bradley, P.K., Baenzinger, N., (1989) Organometallics, 8, p. 2892. , and references therein; Buchwald, S.L., La Maire, S.J., Nielsen, R.B., Watson, B.T., King, S.M., (1987) Tetrahedron Lett., 28, p. 3895; Neghishi, E., Takahashi, T., (1985) Aldrichim. Acta, 18, p. 31; Neghishi, E., Miller, J.A., Yoshida, T., (1984) Tetrahedron Lett., 25, p. 3407; Neghishi, E., Yoshida, T., (1980) Tetrahedron Lett., 21, p. 1501; Schwartz, J., (1980) Pure Appl. Chem., 52, p. 733; Carr, D.B., Yoshifuji, M., Shoer, L.I., Gell, K.I., Schwartz, J., (1977) Ann. N.Y. Acad. Sci., 295, p. 127; Schwartz, J., Labinger, J.A., (1976) Angew. Chem., Int. Ed. Engl., 15, p. 333; Durfee, L.D., Rothwell, I.P., (1988) Chem. Rev., 88, pp. 1059-1079. , and references therein; 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; Sheldrick, G.M., (1976) SHELX76: Program for Crystal Structure Determination, , University of Cambridge: Cambridge, U.K; Sheldrick, G., (1992) SHELXL92: Program for Crystal Structure Refinement, , University of Göttingen: Göttingen, Germany; Fanwick, P.E., Kobriger, L.M., McMullen, A.K., Rothwell, I.P., (1986) J. Am. Chem. Soc., 108, p. 8095; Arnold, J., Tilley, T.D., Rheingold, A.L., (1986) J. Am. Chem. Soc., 108, p. 5355; Tatsumi, K., Nakamura, A., Hofmann, P., Stauffert, P., Hoffmann, R., (1985) J. Am. Chem. Soc., 107, p. 4440; Martin, B.D., Matchett, S.A., Norton, J.R., Anderson, O.P., (1985) J. Am. Chem. Soc., 107, p. 7952; Smuck, S., Erker, G., Kotila, S., (1995) J. Organomet. Chem., 502, pp. 75-86; Bendix, M., Grehl, M., Fröhlich, K., Erker, G., (1994) Organometallics, 13, pp. 3366-3369; Erker, G., Mena, M., Krüger, C., Noe, R., (1991) Organometallics, 10, p. 1201; Erker, G., Dorf, U., Czisch, P., Petersen, J.L., (1986) Organometallics, 5, p. 668; Erker, G., Czisch, P., Schlund, R., Angermund, K., Krüger, C., (1986) Angew. Chem., Int. Ed. Engl., 15, p. 364; Valero, C., Grehl, M., Wingbermühle, D., Kloppenburg, L., Carpenetti, D., Erker, G., Petersen, J., (1994) Organometallics, 13, p. 415; Scott, M.J., Lippard, S.J., (1997) J. Am. Chem. Soc., 119, p. 3411; Ruiz, J., Vivanco, M., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1993) Organometallics, 12, pp. 1811-1822. , and references therein; Chamberlain, L.R., Durfee, L.D., Fanwick, P.E., Kobriger, L., Latesky, S.L., McMullen, A.K., Rothwell, I.P., Wang, R., (1987) J. Am. Chem. Soc., 109, pp. 390-402; Durfee, L.D., Hill, J.E., Kerschner, J.L., Fanwick, P.E., Rothwell, I.P., (1989) Inorg. Chem., 28, pp. 3095-3096; Durfee, L.D., Fanwick, P.E., Rothwell, I.P., Foiling, K., Huffmann, J.C., (1987) J. Am. Chem. Soc., 109, pp. 4720-4722; Chamberlain, L.R., Durfee, L.D., Fanwick, P.E., Kobriger, L.M., Latesky, S.L., McMullen, A.K., Steffey, B.D., Huffman, J.C., (1987) J. Am. Chem. Soc., 109, pp. 6068-6076; Latesky, S.L., McMullen, A.K., Niccolai, G.P., Rothwell, I.P., (1985) Organometallics, 4, p. 902; Andreetti, G.D., Ugozzoli, F., ref 1b, pp 88-122; Durfee, L.D., McMullen, A.K., Rothwell, I.P., (1988) J. Am. Chem. Soc., 110, pp. 1463-1467. , and references therein; Hoffmann, R., Lipscomb, W.N., (1962) J. Chem. Phys., 36, p. 2179; Hoffmann, R.J., (1963) Chem. Phys., 39, p. 1397; Tatsumi, K., Nakamura, A., Hoffmann, R., (1985) Organometallics, 4, p. 404; Tatsumi, K., Nakamura, A., Hofmann, P., Hoffmann, R., Moloy, K.G., Marks, T.J., (1986) J. Am. Chem. Soc., 108, p. 4467, correspondence_address1=Floriani, C.; Inst. Chimie Minerale/Analytique, , CH-1015 Lausanne, Switzerland, issn=00027863, coden=JACSA, language=English, abbrev_source_title=J. AM. CHEM. SOC., document_type=Article, source=Scopus,
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{"_id":"BRxGgw6k7sstef2oq","bibbaseid":"anonymous-organometallicreactivityonacalix4areneoxosurfacethestepwisemigratoryinsertionofcarbonmonoxideandisocyanidesintozirconiumcarbonbondsanchoredtoacalix4arenemoiety-1997","bibdata":{"bibtype":"article","type":"article","author":[{"propositions":[],"lastnames":["Giannini"],"firstnames":["L."],"suffixes":[]},{"propositions":[],"lastnames":["Caselli"],"firstnames":["A."],"suffixes":[]},{"propositions":[],"lastnames":["Solari"],"firstnames":["E."],"suffixes":[]},{"propositions":[],"lastnames":["Floriani"],"firstnames":["C."],"suffixes":[]},{"propositions":[],"lastnames":["Chiesi-Villa"],"firstnames":["A."],"suffixes":[]},{"propositions":[],"lastnames":["Rizzoli"],"firstnames":["C."],"suffixes":[]},{"propositions":[],"lastnames":["Re"],"firstnames":["N."],"suffixes":[]},{"propositions":[],"lastnames":["Sgamellotti"],"firstnames":["A."],"suffixes":[]}],"title":"Organometallic reactivity on a calix[4]arene oxo surface. The stepwise migratory insertion of carbon monoxide and isocyanides into zirconium-carbon bonds anchored to a calix[4]arene moiety","journal":"Journal of the American Chemical Society","year":"1997","volume":"119","number":"41","pages":"9709-9719","doi":"10.1021/ja9708225","note":"cited By 72","url":"https://www.scopus.com/inward/record.uri?eid=2-s2.0-0030663291&doi=10.1021%2fja9708225&partnerID=40&md5=660a65ccc20b8420f2bc60c9a31bcaed","affiliation":"Inst. de Chim. Minerale et A., BCH, Université de Lausanne, CH-1015 Lausanne, Switzerland; Dipartimento di Chimica, Università di Parma, 1-43100 Parma, Italy; Dipartimento di Chimica, Università di Perugia, 1-06100 Perugia, Italy","abstract":"The present report deals with the multistep migratory insertion of carbon monoxide and isocyanides into the metal-carbon bonds of the ZrR2 fragment anchored to a tetroxo matrix, defined by the dimethoxycalix[4]arene dianion [p-Bu(t)-calix[4]-(OMe)2(O)2]2-. The relevant differences between the two fragments [p-Bu(t)-calix[4]-(OMe)2-(O)2Zr]2+ and [Cp2Zr]2+ are experimentally proven and theoretically interpreted. Unlike those for [Cp2Zr]2+ derivatives, the reaction of CO with [p-Bu(t)-calix[4]-(OMe)2(O)2ZrR2] [R = Me, 1; CH2Ph, 2; p-MeC6H4, 3] proceeds via a two-step migration directly to the corresponding η2-metal-bonded-ketones [p-Bu(t)-calix[4]-(OMe)2(O)2Zrη2-C(R2)O] (R = Me, 4; CH2Ph, 5; p-MeC6H4, 6). The Zr-C functionality in 4-6 maintains its inserting capability in the reaction with ketones, i.e., Ph2CO, leading to the diolate derivative [p-Bu(t)-calix[4]-(OMe)2(O)2ZrOC(R2)C(Ph2)O] (8, R = p-MeC6H4), or with Bu(t)NC, forming [p-Bu(t)-calix[4]-(OMe)2(O)2ZrOC(Me2)C(CNBu(t))N(Bu (t)] (7). The reaction of 1-3 with Bu(t)NC proceeds through two different pathways, depending on the temperature and the R substituent at the metal. The first one leads to the η2-metal-bonded imine [p-Bu(t)-calix[4]-(OMe)2(O)2Zrη2-N(Bu(t)C(R2)] [R = Me, 12; CH2Ph, 13], which inserts two additional molecules of Bu(t)NC to give a metalladiazacyclopentane, [p-Bu(t)-calix [4]-(OMe)2(O)2ZrN(Bu(t))C(Me2)C(CNBu(t))N(Bu(t)] (14). The second pathway led, at low temperature, to the bis-η2-iminoacyls [p-Bu(t)-calix[4]-(OMe)2(O)2Zrη2-N(Bu(t)) = C(R)2] [R = Me, 15; p-MeC6H4, 16], which at 60°C couple to the corresponding enediamido ligand in [p-Bu(t)-calix[4]-(OMe)2(O)2Zr-N(Bu(t(C(R)=C(R)N(Bu(t)] [R = Me, 17; p-MeC6H4, 18]. The coupling of 15 and 16 showed first order kinetics in both cases and allowed the calculation of the corresponding activation parameters. The most significant differences between [p-Bu(t)-calix[4]-(OMe)2(O)2Zr]2+ and [Cp2Zr]2+ have been interpreted on the basis of the frontier orbital sets of the two fragments., keywords=calixarene; carbon monoxide; isocyanate, article; chemical bond; conformation; drug synthesis; reaction analysis; surface property; temperature, chemicals_cas=carbon monoxide, 630-08-0; isocyanate, 71000-82-3, 75-13-8, references=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; Corker, J., Lefebvre, F., Lecuyer, C., Dufaud, V., Quignard, F., Choplin, A., Evans, J., Basset, J.-M., (1996) Science, 271, pp. 966-969; Niccolai, G.P., Basset, J.-M., (1996) Appl. Catal. A, 146, pp. 145-156; Vidal, V., Theolier, A., Thivolle-Cazat, J., Basset, J.-M., Corker, J., (1996) J. Am. Chem. Soc., 118, pp. 4595-4662; Giannini, L., Solari, E., Zanotti-Gerosa, A., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1996) Angew. Chem., Int. Ed. Engl., 35, pp. 85-87; Castellano, B., Zanotti-Gerosa, A., Solari, E., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1996) Organometallics, 15, pp. 4894-4896; Giannini, L., Solari, E., Zanotti-Gerosa, A., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1996) Angew. Chem., Int. Ed. Engl., 35, pp. 2825-2827; Giannini, L., Solari, E., Zanotti-Gerosa, A., Floriani, C., Chiesi-Villa, A., Rizzoli, C., Angew. Chem., Int. Ed. Engl., , In press; Gardiner, M.G., Lawrence, S.M., Raston, C.L., Skelton, B.W., White, A.H., (1996) Chem. Commun., p. 2491; Gardiner, M.G., Koutsantonis, G.A., Lawrence, S.M., Nichols, P.J., Raston, C.L., (1996) Chem. Commun., p. 2035; Gibson, V.C., Redshaw, C., Clegg, W., Elsegood, M.R.J., (1995) J. Chem. Soc., Chem. Commun., p. 2371; Acho, J.A., Doerrer, L.H., Lippard, S.J., (1995) Inorg. Chem., 34, p. 2542; Negishi, E.-I., Takahashi, T., (1994) Acc. Chem. Res., 27, pp. 124-130. , and references therein; Erker, G., Pfaff, R., (1993) Organometallics, 12, pp. 1921-1926; Reetz, M.T., (1994) Organometallics in Synthesis, , Schlosser, M., Ed.; Wiley: New York, Chapter 3; Negishi, E.-I., (1991) Comprehensive Organic Synthesis, 5, p. 1163. , Paquette, L. A., Ed.; Pergamon: Oxford; Schore, N.E., (1991) Comprehensive Organic Synthesis, 5, p. 1037. , Paquette, L. A., Ed.; Pergamon: Oxford; Buchwald, S.L., Nielsen, R.B., (1988) Chem. Rev., 88, pp. 1047-1058; Cardin, D.J., Lappert, M.F., Raston, C.L., (1986) Chemistry of Organozirconium and Hafnium Compounds, , Wiley: New York; Coates, G.W., Waymouth, R.M., (1995) Comprehensive Organometallic Chemistry II, 12. , Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford, Chapter 12.1; Ryan, E.J., (1995) Comprehensive Organometallic Chemistry II, 4. , Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford, Chapter 9; Jordan, R.F., Lapointe, R.E., Bradley, P.K., Baenzinger, N., (1989) Organometallics, 8, p. 2892. , and references therein; Buchwald, S.L., La Maire, S.J., Nielsen, R.B., Watson, B.T., King, S.M., (1987) Tetrahedron Lett., 28, p. 3895; Neghishi, E., Takahashi, T., (1985) Aldrichim. Acta, 18, p. 31; Neghishi, E., Miller, J.A., Yoshida, T., (1984) Tetrahedron Lett., 25, p. 3407; Neghishi, E., Yoshida, T., (1980) Tetrahedron Lett., 21, p. 1501; Schwartz, J., (1980) Pure Appl. Chem., 52, p. 733; Carr, D.B., Yoshifuji, M., Shoer, L.I., Gell, K.I., Schwartz, J., (1977) Ann. N.Y. Acad. Sci., 295, p. 127; Schwartz, J., Labinger, J.A., (1976) Angew. Chem., Int. Ed. Engl., 15, p. 333; Durfee, L.D., Rothwell, I.P., (1988) Chem. Rev., 88, pp. 1059-1079. , and references therein; 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; Sheldrick, G.M., (1976) SHELX76: Program for Crystal Structure Determination, , University of Cambridge: Cambridge, U.K; Sheldrick, G., (1992) SHELXL92: Program for Crystal Structure Refinement, , University of Göttingen: Göttingen, Germany; Fanwick, P.E., Kobriger, L.M., McMullen, A.K., Rothwell, I.P., (1986) J. Am. Chem. Soc., 108, p. 8095; Arnold, J., Tilley, T.D., Rheingold, A.L., (1986) J. Am. Chem. Soc., 108, p. 5355; Tatsumi, K., Nakamura, A., Hofmann, P., Stauffert, P., Hoffmann, R., (1985) J. Am. Chem. Soc., 107, p. 4440; Martin, B.D., Matchett, S.A., Norton, J.R., Anderson, O.P., (1985) J. Am. Chem. Soc., 107, p. 7952; Smuck, S., Erker, G., Kotila, S., (1995) J. Organomet. Chem., 502, pp. 75-86; Bendix, M., Grehl, M., Fröhlich, K., Erker, G., (1994) Organometallics, 13, pp. 3366-3369; Erker, G., Mena, M., Krüger, C., Noe, R., (1991) Organometallics, 10, p. 1201; Erker, G., Dorf, U., Czisch, P., Petersen, J.L., (1986) Organometallics, 5, p. 668; Erker, G., Czisch, P., Schlund, R., Angermund, K., Krüger, C., (1986) Angew. Chem., Int. Ed. Engl., 15, p. 364; Valero, C., Grehl, M., Wingbermühle, D., Kloppenburg, L., Carpenetti, D., Erker, G., Petersen, J., (1994) Organometallics, 13, p. 415; Scott, M.J., Lippard, S.J., (1997) J. Am. Chem. Soc., 119, p. 3411; Ruiz, J., Vivanco, M., Floriani, C., Chiesi-Villa, A., Rizzoli, C., (1993) Organometallics, 12, pp. 1811-1822. , and references therein; Chamberlain, L.R., Durfee, L.D., Fanwick, P.E., Kobriger, L., Latesky, S.L., McMullen, A.K., Rothwell, I.P., Wang, R., (1987) J. Am. Chem. Soc., 109, pp. 390-402; Durfee, L.D., Hill, J.E., Kerschner, J.L., Fanwick, P.E., Rothwell, I.P., (1989) Inorg. Chem., 28, pp. 3095-3096; Durfee, L.D., Fanwick, P.E., Rothwell, I.P., Foiling, K., Huffmann, J.C., (1987) J. Am. Chem. Soc., 109, pp. 4720-4722; Chamberlain, L.R., Durfee, L.D., Fanwick, P.E., Kobriger, L.M., Latesky, S.L., McMullen, A.K., Steffey, B.D., Huffman, J.C., (1987) J. Am. Chem. Soc., 109, pp. 6068-6076; Latesky, S.L., McMullen, A.K., Niccolai, G.P., Rothwell, I.P., (1985) Organometallics, 4, p. 902; Andreetti, G.D., Ugozzoli, F., ref 1b, pp 88-122; Durfee, L.D., McMullen, A.K., Rothwell, I.P., (1988) J. Am. Chem. Soc., 110, pp. 1463-1467. , and references therein; Hoffmann, R., Lipscomb, W.N., (1962) J. Chem. Phys., 36, p. 2179; Hoffmann, R.J., (1963) Chem. Phys., 39, p. 1397; Tatsumi, K., Nakamura, A., Hoffmann, R., (1985) Organometallics, 4, p. 404; Tatsumi, K., Nakamura, A., Hofmann, P., Hoffmann, R., Moloy, K.G., Marks, T.J., (1986) J. Am. Chem. Soc., 108, p. 4467, correspondence_address1=Floriani, C.; Inst. Chimie Minerale/Analytique, , CH-1015 Lausanne, Switzerland, issn=00027863, coden=JACSA, language=English, abbrev_source_title=J. AM. CHEM. 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The stepwise migratory insertion of carbon monoxide and isocyanides into zirconium-carbon bonds anchored to a calix[4]arene moiety","year":1997}