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Volumn 24, Issue 8, 2005, Pages 1886-1906

Four-coordinate titanium alkylidene complexes: Synthesis, reactivity, and kinetic studies involving the terminal neopentylidene functionality

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUPS; IMIDO COMPLEXES; METATHESIS; NEOPENTYLIDENE COMPLEXES;

EID: 17244378161     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om049400b     Document Type: Article
Times cited : (102)

References (166)
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    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
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    • Cannizzo, L.F.1    Grubbs, R.H.2
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    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1985) J. Org. Chem. , vol.50 , pp. 2316-2323
    • Cannizzo, L.F.1    Grubbs, R.H.2
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    • 0012458201 scopus 로고
    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 2762-2764
    • Philipo, C.M.G.1    Vo, N.H.2    Paquette, L.A.3
  • 25
    • 0024997128 scopus 로고
    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 3252-3253
    • Kang, H.-J.1    Paquette, L.A.2
  • 26
    • 0040856230 scopus 로고
    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 1392-1396
    • Barrett, A.G.M.1    Bezuidenhoudt, B.C.B.2    Gasiecki, A.F.3    Howell, A.R.4    Russell, M.A.5
  • 27
    • 0026546769 scopus 로고
    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 671-674
    • Curtis, N.R.1    Holmes, A.B.2    Looney, M.G.3
  • 28
    • 0000184375 scopus 로고
    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 6392-6394
    • Petasis, N.A.1    Bzowej, E.I.2
  • 29
    • 0001172236 scopus 로고
    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1991) J. Org. Chem. , vol.56 , pp. 3207-3210
    • DeShong, P.1    Rybczynski, P.J.2
  • 30
    • 0000722281 scopus 로고
    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1992) J. Org. Chem. , vol.57 , pp. 1327-1330
    • Petasis, N.A.1    Bzowej, E.I.2
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    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
    • (1992) Synlett , pp. 665-667
    • Petasis, N.A.1    Akritopoulou, I.2
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    • 2" functionality used in organic synthesis see: (a) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2386-2387. (b) Cannizzo, L. F.; Grubbs, R. H. J. Org. Chem. 1985, 50, 2316-2323. (c) Philipo, C. M. G.; Vo, N. H.; Paquette, L. A. J. Am. Chem. Soc. 1991, 113, 2762-2764. (d) Kang, H.-J.; Paquette, L. A. J. Am. Chem. Soc. 1990, 112, 3252-3253. (e) Barrett, A. G. M.; Bezuidenhoudt, B. C. B.; Gasiecki, A. F.; Howell, A. R.; Russell, M. A. J. Am. Chem. Soc. 1989, 111, 1392-1396. (f) Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron Lett. 1992, 33, 671-674. (g) Petasis, N. A.; Bzowej, E. I. J. Am. Chem. Soc. 1990, 112, 6392-6394, (h) DeShong, P.; Rybczynski, P. J. J. Org. Chem. 1991, 56, 3207-3210. (i) Petasis, N. A.; Bzowej, E. I. J. Org. Chem. 1992, 57, 1327-1330. (j) Petasis, N. A.; Akritopoulou, I. Synlett 1992, 665-667. (k) Kauffmann, T.; Ennen, B.; Sander, J.; Wieschollek, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 244-245. (l) Wilcox, C. S.; Long, G. W.; Suh, H. Tetrahedron Lett. 1984, 25, 395-398. (m) Schrock, R. R. J. Am. Chem. Soc. 1976, 98, 5399-5400. (n) Crabtree, R. H. The Organometallic Chemistry of the Transition Metals; Wiley: New York, 2001. (o) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules; University Science Books: Mill Valley, CA, 1994.
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    • Kauffmann, T.1    Ennen, B.2    Sander, J.3    Wieschollek, R.4
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