-
2
-
-
34250870731
-
-
N. Marion, S. Diez-Gonzalez, S. P. Nolan, Angew. Chem. 2007, 119, 3046-3058; Angew. Chem. Int. Ed. 2007, 46, 2988-3000.
-
(2007)
Angew. Chem. 2007, 119, 3046-3058; Angew. Chem. Int. Ed.
, vol.46
, pp. 2988-3000
-
-
Marion, N.1
Diez-Gonzalez, S.2
Nolan, S.P.3
-
5
-
-
0033582991
-
-
M. Scholl, T. M. Trnka, J. P. Morgan, R. H. Grubbs, Tetrahedron Lett. 1999, 40, 2247-2250.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 2247-2250
-
-
Scholl, M.1
Trnka, T.M.2
Morgan, J.P.3
Grubbs, R.H.4
-
6
-
-
0033620417
-
-
J. Huang, E. D. Stevens, S. P. Nolan, J. L. Petersen, J. Am. Chem. Soc. 1999, 121, 2674-2678.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 2674-2678
-
-
Huang, J.1
Stevens, E.D.2
Nolan, S.P.3
Petersen, J.L.4
-
8
-
-
0033598258
-
-
M. Scholl, S. Ding, C. W. Lee, R. H. Grubbs, Org. Lett. 1999, 1, 953-956.
-
(1999)
Org. Lett.
, vol.1
, pp. 953-956
-
-
Scholl, M.1
Ding, S.2
Lee, C.W.3
Grubbs, R.H.4
-
9
-
-
0037420362
-
-
T. M. Trnka, J. P. Morgan, M. S. Sanford, T. E. Wilhelm, M. Scholl, T.-L. Choi, S. Ding, M. W. Day, R. H. Grubbs, J. Am. Chem. Soc. 2003, 125, 2546-2558.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 2546-2558
-
-
Trnka, T.M.1
Morgan, J.P.2
Sanford, M.S.3
Wilhelm, T.E.4
Scholl, M.5
Choi, T.-L.6
Ding, S.7
Day, M.W.8
Grubbs, R.H.9
-
10
-
-
0035800494
-
-
A. Fürstner, L. Ackermann, B. Gabor, R. Goddard, C. W. Lehmann, R. Mynott, F. Stelzer, O. R. Thiel, Chem. Eur. J. 2001, 7, 3236-3253.
-
(2001)
Chem. Eur. J.
, vol.7
, pp. 3236-3253
-
-
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
-
11
-
-
0000466073
-
-
L. Jafarpour, A. C. Hillier, S. P. Nolan, Organometallics 2002, 21, 442-444.
-
(2002)
Organometallics
, vol.21
, pp. 442-444
-
-
Jafarpour, L.1
Hillier, A.C.2
Nolan, S.P.3
-
12
-
-
84859150666
-
-
N. J. Beach, J. A. M. Lummiss, J. M. Bates, D. E. Fogg, Organometallics 2012, 31, 2349-2356.
-
(2012)
Organometallics
, vol.31
, pp. 2349-2356
-
-
Beach, N.J.1
Lummiss, J.A.M.2
Bates, J.M.3
Fogg, D.E.4
-
13
-
-
84870449272
-
-
Trnka, Grubbs and co-workers observed small amounts of hydride species after washing the crude product with MeOH (see ref.[9]). This is unlikely to be due to reaction of GII with methanol, which is slow at room temperature. (See:
-
Trnka, Grubbs and co-workers observed small amounts of hydride species after washing the crude product with MeOH (see ref.[9]). This is unlikely to be due to reaction of GII with methanol, which is slow at room temperature. (See:
-
-
-
-
15
-
-
61849144288
-
-
Methoxide formed insitu may be a more likely culprit: see ref.[12].
-
N. J. Beach, J. M. Blacquiere, S. D. Drouin, D. E. Fogg, Organometallics 2009, 28, 441-447). Methoxide formed insitu may be a more likely culprit: see ref.[12].
-
(2009)
Organometallics
, vol.28
, pp. 441-447
-
-
Beach, N.J.1
Blacquiere, J.M.2
Drouin, S.D.3
Fogg, D.E.4
-
16
-
-
33847301007
-
-
M. Bieniek, A. Michrowska, L. Gulajski, K. Grela, Organometallics 2007, 26, 1096-1099.
-
(2007)
Organometallics
, vol.26
, pp. 1096-1099
-
-
Bieniek, M.1
Michrowska, A.2
Gulajski, L.3
Grela, K.4
-
17
-
-
4444278874
-
-
G. W. Nyce, S. Csihony, R. M. Waymouth, J. L. Hedrick, Chem. Eur. J. 2004, 10, 4073-4079.
-
(2004)
Chem. Eur. J.
, vol.10
, pp. 4073-4079
-
-
Nyce, G.W.1
Csihony, S.2
Waymouth, R.M.3
Hedrick, J.L.4
-
19
-
-
35548980985
-
-
A. M. Voutchkova, M. Feliz, E. Clot, O. Eisenstein, R. H. Crabtree, J. Am. Chem. Soc. 2007, 129, 12834-12846.
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 12834-12846
-
-
Voutchkova, A.M.1
Feliz, M.2
Clot, E.3
Eisenstein, O.4
Crabtree, R.H.5
-
20
-
-
84859970430
-
-
M. Fe'vre, J. Pinaud, A. Leteneur, Y. Gnanou, J. Vignolle, D. Taton, K. Miqueu, J.-M. Sotiropoulos, J. Am. Chem. Soc. 2012, 134, 6776-6784.
-
(2012)
J. Am. Chem. Soc.
, vol.134
, pp. 6776-6784
-
-
Fe'vre, M.1
Pinaud, J.2
Leteneur, A.3
Gnanou, Y.4
Vignolle, J.5
Taton, D.6
Miqueu, K.7
Sotiropoulos, J.-M.8
-
22
-
-
68949096769
-
-
X. Sauvage, A. Demonceau, L. Delaude, Adv. Synth. Catal. 2009, 351, 2031-2038.
-
(2009)
Adv. Synth. Catal.
, vol.351
, pp. 2031-2038
-
-
Sauvage, X.1
Demonceau, A.2
Delaude, L.3
-
23
-
-
84870457063
-
-
2. However, competing hydrolysis of the carbene (see main text) may complicate stoichiometric control in use of this species to synthesize second-generation metathesis catalysts.
-
2. However, competing hydrolysis of the carbene (see main text) may complicate stoichiometric control in use of this species to synthesize second-generation metathesis catalysts.
-
-
-
-
24
-
-
77956379063
-
-
X. Sauvage, G. Zaragoza, A. Demonceau, L. Delaude, Adv. Synth. Catal. 2010, 352, 1934-1948.
-
(2010)
Adv. Synth. Catal.
, vol.352
, pp. 1934-1948
-
-
Sauvage, X.1
Zaragoza, G.2
Demonceau, A.3
Delaude, L.4
-
25
-
-
0033579627
-
-
A. J. Arduengo, R. Krafczyk, R. Schmutzler, H. A. Craig, J. R. Goerlich, W. J. Marshall, M. Unverzagt, Tetrahedron 1999, 55, 14523-14534.
-
(1999)
Tetrahedron
, vol.55
, pp. 14523-14534
-
-
Arduengo, A.J.1
Krafczyk, R.2
Schmutzler, R.3
Craig, H.A.4
Goerlich, J.R.5
Marshall, W.J.6
Unverzagt, M.7
-
26
-
-
84870440481
-
-
2IMes can be stored up to 4.5months (to date) with no decomposition, when kept in the glovebox at -35°C in a taped screw-cap vial. The thermal stability of the free carbene described in the main text suggests that storage at room temperature should be equally successful, and more convenient.
-
2IMes can be stored up to 4.5months (to date) with no decomposition, when kept in the glovebox at -35°C in a taped screw-cap vial. The thermal stability of the free carbene described in the main text suggests that storage at room temperature should be equally successful, and more convenient.
-
-
-
-
27
-
-
84863947424
-
-
J. A. M. Lummiss, N. J. Beach, J. C. Smith, D. E. Fogg, Catal. Sci. Technol. 2012, 2, 1630-1632.
-
(2012)
Catal. Sci. Technol.
, vol.2
, pp. 1630-1632
-
-
Lummiss, J.A.M.1
Beach, N.J.2
Smith, J.C.3
Fogg, D.E.4
-
28
-
-
0011556382
-
-
A. J. Arduengo, J. R. Goerlich, W. J. Marshall, J. Am. Chem. Soc. 1995, 117, 11027-11028.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 11027-11028
-
-
Arduengo, A.J.1
Goerlich, J.R.2
Marshall, W.J.3
-
29
-
-
0001753756
-
-
M. K. Denk, J. M. Rodezno, S. Gupta, A. J. Lough, J. Organomet. Chem. 2001, 617-618, 242-253.
-
(2001)
J. Organomet. Chem.
, vol.617-618
, pp. 242-253
-
-
Denk, M.K.1
Rodezno, J.M.2
Gupta, S.3
Lough, A.J.4
-
31
-
-
65649092605
-
-
M. E. Günay, N. Özdemir, M. Ulusoy, M. Uçak, M. Dinçer, B. Çetinkaya, J. Organomet. Chem. 2009, 694, 2179-2184.
-
(2009)
J. Organomet. Chem.
, vol.694
, pp. 2179-2184
-
-
Günay, M.E.1
Özdemir, N.2
Ulusoy, M.3
Uçak, M.4
Dinçer, M.5
Çetinkaya, B.6
-
32
-
-
21244490732
-
-
S. Csihony, D. A. Culkin, A. C. Sentman, A. P. Dove, R. M. Waymouth, J. L. Hedrick, J. Am. Chem. Soc. 2005, 127, 9079-9084.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 9079-9084
-
-
Csihony, S.1
Culkin, D.A.2
Sentman, A.C.3
Dove, A.P.4
Waymouth, R.M.5
Hedrick, J.L.6
-
33
-
-
0034814443
-
-
M. S. Sanford, J. A. Love, R. H. Grubbs, J. Am. Chem. Soc. 2001, 123, 6543-6554.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 6543-6554
-
-
Sanford, M.S.1
Love, J.A.2
Grubbs, R.H.3
-
34
-
-
84870418953
-
-
Eur. Pat. 300 2011091980
-
S. F. Monsaert, F. W. C. Verpoort, Eur. Pat. 300 2011091980, 2011; S. F. Monsaert, F. W. C. Verpoort, WO 2011/091980 Al; S. F. Monsaert, F. W. C. Verpoort, PCT/EP2011/000300, 2011.
-
(2011)
-
-
Monsaert, S.F.1
Verpoort, F.W.C.2
Monsaert, S.F.3
Verpoort, F.W.C.4
Monsaert, S.F.5
Verpoort, F.W.C.6
-
35
-
-
0032480960
-
-
R. Santini, M. C. Griffith, M. Qi, Tetrahedron Lett. 1998, 39, 8951-8954.
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 8951-8954
-
-
Santini, R.1
Griffith, M.C.2
Qi, M.3
-
36
-
-
84870452566
-
-
Note
-
Trace water trapped in the pores is not removed by subjecting the resin in its dry form to heat and vacuum: instead, such pre-treatment must be followed by washing with dry THF to swell the resin and extract the water, prior to a second stage of heating under vacuum.
-
-
-
-
37
-
-
84894112991
-
-
in (Eds.: R.H. Crabtree, D.M.P. Mingos), Elsevier, Oxford
-
D. E. Fogg, H. M. Foucault in Comprehensive Organometallic Chemistry III, Vol.11 (Eds.: R.H. Crabtree, D.M.P. Mingos), Elsevier, Oxford, 2007, pp.623-652.
-
(2007)
Comprehensive Organometallic Chemistry III, Vol.11
, pp. 623-652
-
-
Fogg, D.E.1
Foucault, H.M.2
-
38
-
-
84870429388
-
-
3 in preparative experiments.
-
3 in preparative experiments.
-
-
-
-
39
-
-
84870404265
-
-
HI was prepared by cross-metathesis of GI with isopropoxystyrene in the presence of Amberlyst15 (50°C, THF, 2h), by analogy to the method used by Verpoort to prepare GII (ref.[32]). Yields were limited to ca. 90%, even on 8g scale, owing to losses incurred on washing out the styrene co-product.
-
HI was prepared by cross-metathesis of GI with isopropoxystyrene in the presence of Amberlyst15 (50°C, THF, 2h), by analogy to the method used by Verpoort to prepare GII (ref.[32]). Yields were limited to ca. 90%, even on 8g scale, owing to losses incurred on washing out the styrene co-product.
-
-
-
-
40
-
-
84870444709
-
-
3 adduct remaining even after 12h.
-
3 adduct remaining even after 12h.
-
-
-
-
41
-
-
84870434692
-
-
Synthesis of HII by the method of Scheme5b was originally described in the Verpoort patent (ref.[32]), but yields were not reported. Our synthesis was performed on 200mg GII, and improvements may therefore result from scaleup (though see ref.[37]).
-
Synthesis of HII by the method of Scheme5b was originally described in the Verpoort patent (ref.[32]), but yields were not reported. Our synthesis was performed on 200mg GII, and improvements may therefore result from scaleup (though see ref.[37]).
-
-
-
-
42
-
-
0001855961
-
-
P. Schwab, R. H. Grubbs, J. W. Ziller, J. Am. Chem. Soc. 1996, 118, 100-110.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 100-110
-
-
Schwab, P.1
Grubbs, R.H.2
Ziller, J.W.3
-
43
-
-
0035914638
-
-
A. Fürstner, O. Guth, A. Duffels, G. Seidel, M. Liebl, B. Gabor, R. Mynott, Chem. Eur. J. 2001, 7, 4811-4820.
-
(2001)
Chem. Eur. J.
, vol.7
, pp. 4811-4820
-
-
Fürstner, A.1
Guth, O.2
Duffels, A.3
Seidel, G.4
Liebl, M.5
Gabor, B.6
Mynott, R.7
-
44
-
-
84860389252
-
-
B. Marciniec, S. Rogalski, M. J. Potrzebowski, C. Pietraszuk, ChemCatChem 2011, 3, 904-910.
-
(2011)
ChemCatChem
, vol.3
, pp. 904-910
-
-
Marciniec, B.1
Rogalski, S.2
Potrzebowski, M.J.3
Pietraszuk, C.4
-
45
-
-
0033518572
-
-
J. S. Kingsbury, J. P. A. Harrity, P. J. Bonitatebus, A. H. Hoveyda, J. Am. Chem. Soc. 1999, 121, 791-799.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 791-799
-
-
Kingsbury, J.S.1
Harrity, J.P.A.2
Bonitatebus, P.J.3
Hoveyda, A.H.4
-
46
-
-
0034734340
-
-
S. B. Garber, J. S. Kingsbury, B. L. Gray, A. H. Hoveyda, J. Am. Chem. Soc. 2000, 122, 8168-8179.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 8168-8179
-
-
Garber, S.B.1
Kingsbury, J.S.2
Gray, B.L.3
Hoveyda, A.H.4
|