-
5
-
-
0001855961
-
-
Schwab, P.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1996, 118, 100.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 100
-
-
Schwab, P.1
Grubbs, R.H.2
Ziller, J.W.3
-
6
-
-
0001077422
-
-
(a) Schrock, R. R.; Murdzek, J. S.; Bazan, G. C.; Robbins, M.; Dimare, M.; O'Regan, M. J. Am. Chem. Soc. 1990, 112, 3875.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 3875
-
-
Schrock, R.R.1
Murdzek, J.S.2
Bazan, G.C.3
Robbins, M.4
Dimare, M.5
O'Regan, M.6
-
8
-
-
0034685462
-
-
(a) Chatterjee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 3783
-
-
Chatterjee, A.K.1
Morgan, J.P.2
Scholl, M.3
Grubbs, R.H.4
-
10
-
-
0033598258
-
-
(c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953.
-
(1999)
Org. Lett.
, vol.1
, pp. 953
-
-
Scholl, M.1
Ding, S.2
Lee, C.W.3
Grubbs, R.H.4
-
11
-
-
0033582991
-
-
(d) Scholl, M.; Trnka, T. M.; Morgan, J. P.; Grubbs, R. H. Tetrahedron Lett. 1999, 40, 2247.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 2247
-
-
Scholl, M.1
Trnka, T.M.2
Morgan, J.P.3
Grubbs, R.H.4
-
12
-
-
0032476166
-
-
(a) Weskamp, T.; Schattenmann, W. C.; Spiegler, M.; Herrmann, W. A. Angew. Chem., Int. Ed. 1998, 37, 2490.
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 2490
-
-
Weskamp, T.1
Schattenmann, W.C.2
Spiegler, M.3
Herrmann, W.A.4
-
13
-
-
0033549782
-
-
(b) Weskamp, T.; Kohl, F. J.; Hieringer, W.; Gleich, D.; Herrmann, W. A. Angew. Chem., Int. Ed. 1999, 38, 2416.
-
(1999)
Angew. Chem., Int. Ed.
, vol.38
, pp. 2416
-
-
Weskamp, T.1
Kohl, F.J.2
Hieringer, W.3
Gleich, D.4
Herrmann, W.A.5
-
14
-
-
0033620417
-
-
(c) Huang, J.; Stevens, E. D.; Nolan, S. P.; Peterson, J. L. J. Am. Chem. Soc. 1999, 121, 2674.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 2674
-
-
Huang, J.1
Stevens, E.D.2
Nolan, S.P.3
Peterson, J.L.4
-
15
-
-
0035800494
-
-
(d) Fürstner, A.; Ackermann, L.; Gabor, B.; Goddard, R.; Lehmann, C. W.; Mynott, R.; Stelzer, F.; Thiel, O. R. Chem. Eur. J. 2001, 7, 3236.
-
(2001)
Chem. Eur. J.
, vol.7
, pp. 3236
-
-
Fürstner, A.1
Ackermann, L.2
Gabor, B.3
Goddard, R.4
Lehmann, C.W.5
Mynott, R.6
Stelzer, F.7
Thiel, O.R.8
-
16
-
-
0030994105
-
-
(a) Dias, E. L.; Nguyen, S. T.; Grubbs, R. H. J. Am. Chem. Soc. 1997, 119, 3887.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 3887
-
-
Dias, E.L.1
Nguyen, S.T.2
Grubbs, R.H.3
-
18
-
-
0035977649
-
-
(a) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 749
-
-
Sanford, M.S.1
Ulman, M.2
Grubbs, R.H.3
-
19
-
-
0034814443
-
-
(b) Sanford, M. S.; Love, J. A.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 6543.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 6543
-
-
Sanford, M.S.1
Love, J.A.2
Grubbs, R.H.3
-
20
-
-
0042681488
-
-
note
-
For simplicity, this cycle represents a degenerate metathesis reaction.
-
-
-
-
21
-
-
0034473374
-
-
2 in the gas phase, see: (a) Adlhart, C.; Volland, M. A. O.; Hofmann, P.; Chen, P. Helv. Chim. Acta 2000, 83, 3306.
-
(2000)
Helv. Chim. Acta
, vol.83
, pp. 3306
-
-
Adlhart, C.1
Volland, M.A.O.2
Hofmann, P.3
Chen, P.4
-
23
-
-
0034734307
-
-
(c) Adlhart, C.; Hinderling, C.; Baumann, H.; Chen, P. J. Am. Chem. Soc. 2000, 122, 8204.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 8204
-
-
Adlhart, C.1
Hinderling, C.2
Baumann, H.3
Chen, P.4
-
24
-
-
0032538356
-
-
(d) Hinderling, C.; Adlhart, C.; Chen, P. Angew. Chem., Int. Ed. 1998, 37, 2685.
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 2685
-
-
Hinderling, C.1
Adlhart, C.2
Chen, P.3
-
25
-
-
0035794963
-
-
(a) Choi, T. L.; Chatterjee, A. K.; Grubbs, R. H. Angew. Chem. Int. Ed. 2001, 40, 1277.
-
(2001)
Angew. Chem. Int. Ed.
, vol.40
, pp. 1277
-
-
Choi, T.L.1
Chatterjee, A.K.2
Grubbs, R.H.3
-
26
-
-
0041679654
-
-
note
-
(b) See also ref 4a.
-
-
-
-
28
-
-
0041679655
-
-
note
-
(b) See also ref 5.
-
-
-
-
31
-
-
0342587995
-
-
(b) Robson, D. A.; Gibson, V. C.; Davies, R. G.; North, M. Macromolecules 1999, 32, 6371.
-
(1999)
Macromolecules
, vol.32
, pp. 6371
-
-
Robson, D.A.1
Gibson, V.C.2
Davies, R.G.3
North, M.4
-
32
-
-
0035803098
-
-
Photolysis of 1 was found to result in phosphine dissociation. It was suggested that this could be used to initiate ruthenium olefin metathesis catalysts, although such an approach to increasing initiation has not yet been published. Kunkely, H.; Vogler, A. Inorg. Chim. Acta 2001, 325, 179.
-
(2001)
Inorg. Chim. Acta
, vol.325
, pp. 179
-
-
Kunkely, H.1
Vogler, A.2
-
33
-
-
0033518572
-
-
(a) Kingsbury, J. S.; Harrity, J. P. A.; Bonitatebus, P. J., Jr.; Hoveyda, A. H. J. Am. Chem. Soc. 1999, 121, 791.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 791
-
-
Kingsbury, J.S.1
Harrity, J.P.A.2
Bonitatebus P.J., Jr.3
Hoveyda, A.H.4
-
34
-
-
0034734340
-
-
(b) Garber, S. B.; Kingsbury, J. S.; Gray, B. L.; Hoveyda, A. H. J. Am. Chem. Soc. 2000, 122, 8168.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 8168
-
-
Garber, S.B.1
Kingsbury, J.S.2
Gray, B.L.3
Hoveyda, A.H.4
-
35
-
-
0037042233
-
-
(c) Van Veldhuizen, J. J.; Garber, S. B.; Kingsbury, J. S.; Hoveyda, A. H. J. Am. Chem. Soc. 2002, 124, 4954.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 4954
-
-
Van Veldhuizen, J.J.1
Garber, S.B.2
Kingsbury, J.S.3
Hoveyda, A.H.4
-
36
-
-
0035108849
-
-
(a) Randl, S.; Gessler, S.; Wakamatsu, H.; Blechert, S. Synlett 2001, 3, 430.
-
(2001)
Synlett
, vol.3
, pp. 430
-
-
Randl, S.1
Gessler, S.2
Wakamatsu, H.3
Blechert, S.4
-
37
-
-
0034676688
-
-
(b) Gessler, S.; Randl, S.; Blechert, S. Tetrahedron Lett. 2000, 41, 9973.
-
(2000)
Tetrahedron Lett.
, vol.41
, pp. 9973
-
-
Gessler, S.1
Randl, S.2
Blechert, S.3
-
38
-
-
0036495319
-
-
(c) Wakamatsu, H.; Blechert, S. Angew. Chem., Int. Ed. 2002, 41, 794.
-
(2002)
Angew. Chem., Int. Ed.
, vol.41
, pp. 794
-
-
Wakamatsu, H.1
Blechert, S.2
-
39
-
-
0037007937
-
-
(d) Wakamatsu, H.; Blechert, S. Angew. Chem., Int. Ed. 2002, 41, 2403.
-
(2002)
Angew. Chem., Int. Ed.
, vol.41
, pp. 2403
-
-
Wakamatsu, H.1
Blechert, S.2
-
40
-
-
0033578944
-
-
Decomposition of complex 1 proceeds through the bimolecular coupling of the 14-electron intermediate. Thus, an increase in initiated complex will increase the decomposition rate. The decomposition of complex 2 is more complicated and several orders of magnitude slower than phosphine dissociation, For a discussion of catalyst decomposition, see: Ulman, M.; Grubbs, R. H. J. Org. Chem. 1999, 64, 7202.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 7202
-
-
Ulman, M.1
Grubbs, R.H.2
-
41
-
-
0035843056
-
-
Sanford, M. S.; Love, J. A.; Grubbs, R. H. Organometallics 2001, 20, 5314.
-
(2001)
Organometallics
, vol.20
, pp. 5314
-
-
Sanford, M.S.1
Love, J.A.2
Grubbs, R.H.3
-
42
-
-
0041679653
-
-
note
-
Crystals suitable for X-ray structure determination were obtained by vapor diffusion of pentane into a saturated benzene solution of 2, 7, and 9 at room temperature. Crystal data and structure refinement are given in Supporting Information as Table S23.
-
-
-
-
45
-
-
0001455944
-
-
Assignment of donor strength to phosphines continues to be debated. See: (a) Fernandez, A. L.; Reyes, C.; Wilson, M. R.; Woska, D. C.; Prock, A.; Giering, W. P. Organometallics 1997, 16, 342.
-
(1997)
Organometallics
, vol.16
, pp. 342
-
-
Fernandez, A.L.1
Reyes, C.2
Wilson, M.R.3
Woska, D.C.4
Prock, A.5
Giering, W.P.6
-
46
-
-
0034292729
-
-
(b) Woska, D. C.; Prock, A.; Giering, W. P. Organometallics 2000, 19, 4629.
-
(2000)
Organometallics
, vol.19
, pp. 4629
-
-
Woska, D.C.1
Prock, A.2
Giering, W.P.3
-
48
-
-
0003196286
-
-
(d) Joerg, S.; Drago, R. S.; Sales, J. Organometallics 1998, 17, 589.
-
(1998)
Organometallics
, vol.17
, pp. 589
-
-
Joerg, S.1
Drago, R.S.2
Sales, J.3
-
50
-
-
11644311048
-
-
Values are for free phosphines. See: Tolman, C. A. Chem. Rev. 1977, 77, 313.
-
(1977)
Chem. Rev.
, vol.77
, pp. 313
-
-
Tolman, C.A.1
-
51
-
-
0042180315
-
-
note
-
1 were obtained by magnetization transfer experiments, except for complex 4, which was determined using stoichiometric initiation with ethyl vinyl ether. The magnetization transfer technique is described in further detail in the Experimental Section. The Eyring plot from the initiation experiments with 4 is shown in Supporting Information as Figure S14.
-
-
-
-
52
-
-
0042681486
-
-
note
-
Ascribing a cone angle to an unsymmetrical phosphine is not strictly correct; however, cone angles are the most commonly used method for comparing steric size.
-
-
-
-
53
-
-
0042681487
-
-
note
-
FTX does not distinguish between σ-donor and π-back-bonding abilities. See ref 22 for discussion.
-
-
-
-
54
-
-
0001962511
-
-
Chapman, N. B., Shorter, J., Eds.; Plenum: New York
-
Ewing, D. F. In Correlation Analysis in Chemistry; Chapman, N. B., Shorter, J., Eds.; Plenum: New York, 1978; pp 357-96.
-
(1978)
Correlation Analysis in Chemistry
, pp. 357-396
-
-
Ewing, D.F.1
-
55
-
-
0042180317
-
-
note
-
a than benzoic acid-derived Hammett constants.
-
-
-
-
56
-
-
0043181926
-
-
note
-
FTX. This plot is shown in Supporting Information as Figure S13.
-
-
-
-
57
-
-
0042681485
-
-
note
-
-1, is consistent with a dissociative mechanism, as is the case with the phosphine-bound complexes.
-
-
-
-
58
-
-
0041679652
-
-
note
-
2 is described in the Experimental Section. The rate equation used in data analysis is described in Supporting Information. The assumptions made for this experiment are described in detail in ref 7b.
-
-
-
-
59
-
-
0042180316
-
-
note
-
Since these are ratios of two second-order rate constants, we expect them to be comparable despite the difference in temperature.
-
-
-
-
60
-
-
0034682918
-
-
(a) Bielawski, C. W.; Grubbs, R. H. Angew. Chem., Int. Ed. 2000, 39, 2903.
-
(2000)
Angew. Chem., Int. Ed.
, vol.39
, pp. 2903
-
-
Bielawski, C.W.1
Grubbs, R.H.2
-
61
-
-
0033549782
-
-
(b) Weskamp, T.; Kohl, F. J.; Hieringer, W.; Gliech, D.; Herrmann, W. A. Angew. Chem., Int. Ed. 1999, 38, 2416.
-
(1999)
Angew. Chem., Int. Ed.
, vol.38
, pp. 2416
-
-
Weskamp, T.1
Kohl, F.J.2
Hieringer, W.3
Gliech, D.4
Herrmann, W.A.5
-
62
-
-
0032476166
-
-
(c) Weskamp, T.; Schattenmann, W. C.; Spiegler, M.; Herrmann, W. A. Angew. Chem., Int. Ed. 1998, 37, 2490.
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 2490
-
-
Weskamp, T.1
Schattenmann, W.C.2
Spiegler, M.3
Herrmann, W.A.4
-
65
-
-
0041679650
-
-
note
-
Notably, the rate constants are reported as relative rate constants.
-
-
-
-
66
-
-
0041679651
-
-
note
-
Rate of reaction using complex 9 increases linearly with concentration of 13.
-
-
-
-
67
-
-
5244370033
-
-
Pangborn, A. B.; Giardello, M. A.; Grubbs, R. H.; Rosen, R. K.; Timmers, F. J. Organometallics 1996, 15, 1518.
-
(1996)
Organometallics
, vol.15
, pp. 1518
-
-
Pangborn, A.B.1
Giardello, M.A.2
Grubbs, R.H.3
Rosen, R.K.4
Timmers, F.J.5
-
68
-
-
0000362257
-
-
Hanessian, S.; Leger, R. J. Am. Chem. Soc. 1992, 114, 3115. See also: Kirkland, T. A.; Lynn, D. M.; Grubbs, R. H. J. Org. Chem. 1998, 63, 9904.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 3115
-
-
Hanessian, S.1
Leger, R.2
-
69
-
-
0032567497
-
-
Hanessian, S.; Leger, R. J. Am. Chem. Soc. 1992, 114, 3115. See also: Kirkland, T. A.; Lynn, D. M.; Grubbs, R. H. J. Org. Chem. 1998, 63, 9904.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 9904
-
-
Kirkland, T.A.1
Lynn, D.M.2
Grubbs, R.H.3
-
72
-
-
0004310225
-
-
Varian Associates, Inc.: Palo Alto, CA
-
VNMR 6.1B Software; Varian Associates, Inc.: Palo Alto, CA, 2001.
-
(2001)
VNMR 6.1B Software
-
-
-
73
-
-
0041679098
-
-
Crystallographic information files (CIFs) for 2, 7, and 9 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 161995, 174072, and 167560, respectively. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK. Fax: +44 1223 336033. E-mail: deposit@ccdc.cam.ac.uk). Structure factors are available from the authors via e-mail: xray@caltech.edu.
-
-
-
-
74
-
-
0004052880
-
-
Bruker AXS, Inc.: Madison, WI
-
SMART, SAINT, and SHELXTL; Bruker AXS, Inc.: Madison, WI, 1999.
-
(1999)
SMART, SAINT, and SHELXTL
-
-
|