-
3
-
-
38649109817
-
-
W. L. Noorduin, T. Izumi, A. Millemaggi, M. Leeman, H. Meekes. W. J. P. van Enckevort, R. M. Kellogg, B. Kaptein. E. Vlieg, D. G. Blackmond, J. Am. Chem. Soc. 2008, 130,1158.
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 1158
-
-
Noorduin, W.L.1
Izumi, T.2
Millemaggi, A.3
Leeman, M.4
Meekes, H.5
Van Enckevort, W.J.P.6
Kellogg, R.M.7
Kaptein, B.8
Vlieg, E.9
Blackmond, D.G.10
-
4
-
-
77950203362
-
-
P. S. M. Cheung, J. Gagnon, J. Surprenant, Y. Tao, H. Xu. L. A. Cuccia, Chem. Commun. 2008, 987.
-
(2008)
Chem. Commun.
, vol.987
-
-
Cheung, P.S.M.1
Gagnon, J.2
Surprenant, J.3
Tao, Y.4
Xu, H.5
Cuccia, L.A.6
-
5
-
-
58249112121
-
-
W. L. Noorduin, H. Meekes, W. J. P. van Enckevort, A. Millemaggi, M. Leeman. B. Kaptein, R. M. Kellogg, E. Vlieg, Angew. Chem. 2008. 120, 6545;
-
(2008)
Angew. Chem.
, vol.120
, pp. 6545
-
-
Noorduin, W.L.1
Meekes, H.2
Van Enckevort, W.J.P.3
Millemaggi, A.4
Leeman, M.5
Kaptein, B.6
Kellogg, R.M.7
Vlieg, E.8
-
7
-
-
58249099924
-
-
B. Kaptein, W. L. Noorduin, H. Meekes. W. J. P. van Enckevort, R. M. Kellogg. E. Vlieg. Angew. Chem. 2008, 120, 7336;
-
(2008)
Angew. Chem.
, vol.120
, pp. 7336
-
-
Kaptein, B.1
Noorduin, W.L.2
Van Meekes, H.3
Enckevort, W.J.P.4
Kellogg, R.M.5
Vlieg, E.6
-
9
-
-
56449088606
-
-
C. Viedma, J. E. Ortiz, T. de Torres, T. Izumi, D. G. Blackmond, J. Am. Chem. Soc. 2008, 130, 15274.
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 15274
-
-
Viedma, C.1
Ortiz, J.E.2
De Torres, T.3
Izumi, T.4
Blackmond, D.G.5
-
10
-
-
66649116689
-
-
S. B. Tsogoeva. S. Wei, M. Freund, M. Mauksch, Angew. Chem. 2009, 121, 598:
-
(2009)
Angew. Chem.
, vol.121
, pp. 598
-
-
Tsogoeva, S.B.1
Wei, S.2
Freund, M.3
Mauksch, M.4
-
12
-
-
70349685832
-
-
W. L. Noorduin, P. van der Asdonk, H. Meekes, W. J. P. van Enckevort, B. Kaptein, M. Leeman, R. M. Kellogg, E. Vlieg, Angew. Chem. 2009, 121, 3328;
-
(2009)
Angew. Chem.
, vol.121
, pp. 3328
-
-
Noorduin, W.L.1
Van Der Asdonk, P.2
Meekes, H.3
Van Enckevort, W.J.P.4
Kaptein, B.5
Leeman, M.6
Kellogg, R.M.7
Vlieg, E.8
-
14
-
-
70349654599
-
-
W. L. Noorduin, B. Kaptein, H. Meekes, W. J. P. van Enckevort, R. M. Kellogg, E. Vlieg, Angew. Chem. 2009, 121, 4651;
-
(2009)
Angew. Chem.
, vol.121
, pp. 4651
-
-
Noorduin, W.L.1
Kaptein, B.2
Meekes, H.3
Van Enckevort, W.J.P.4
Kellogg, R.M.5
Vlieg, E.6
-
16
-
-
72449145772
-
-
M. W. van der Meijden, M. Leeman, E. Gelens, W. L. Noorduin, H. Meekes, W. J. P. van Enckevort, B. Kaptein, E. Vlieg, R. M. Kellogg, Org. Process Res. Dev. 2009, 13, 1195.
-
(2009)
Org. Process Res. Dev.
, vol.13
, pp. 1195
-
-
Van Der Meijden, M.W.1
Leeman, M.2
Gelens, E.3
Noorduin, W.L.4
Meekes, H.5
Van Enckevort, W.J.P.6
Kaptein, B.7
Vlieg, E.8
Kellogg, R.M.9
-
17
-
-
70749159846
-
-
W. L. Noorduin, A. A. C. Bode. M. van der Meijden, H. Meekes, A. F. van Etteger, W. J. P. van Enckevort, P. C. M. Christianen, B. Kaptein, R. M. Kellogg, T. Rasing, E. Vlieg. Nat. Chem. 2009, 1, 729.
-
(2009)
Nat. Chem.
, vol.1
, pp. 729
-
-
Noorduin, W.L.1
Bode, A.A.C.2
Van Der Meijden, M.3
Meekes, H.4
Van Etteger, A.F.5
Van Enckevort, W.J.P.6
Christianen, P.C.M.7
Kaptein, B.8
Kellogg, R.M.9
Rasing, T.10
Vlieg, E.11
-
19
-
-
77950191190
-
-
For a recent overview of grinding-induced asymmetric transformations, see
-
For a recent overview of grinding-induced asymmetric transformations, see:
-
-
-
-
20
-
-
77950220965
-
-
W. L. Noorduin, E. Vlieg, R. M. Kellogg, B. Kaptein, Angew. Chem. 2009, 121, 9778;
-
(2009)
Angew. Chem.
, vol.121
, pp. 9778
-
-
Noorduin, W.L.1
Vlieg, E.2
Kellogg, R.M.3
Kaptein, B.4
-
22
-
-
0020044362
-
-
a) L. Addadi, Z. Berkovi ten-Yellin, N. Domb, E. Gati, M. Lahav, L. Leiserowitz, Nature 1982, 296, 21;
-
(1982)
Nature
, vol.296
, pp. 21
-
-
Addadi, L.1
Berkovi Ten-Yellin, Z.2
Domb, N.3
Gati, E.4
Lahav, M.5
Leiserowitz, L.6
-
23
-
-
33845553821
-
-
b) L. Addadi, S. Weinstein, E. Gati. I. Weissbuch, M. Lahav, J. Am. Chem. Soc. 1982, 104, 4610;
-
(1982)
J. Am. Chem. Soc.
, vol.104
, pp. 4610
-
-
Addadi, L.1
Weinstein, S.2
Gati, E.3
Weissbuch, I.4
Lahav, M.5
-
25
-
-
0022734417
-
-
a) I. Weissbuch, L.J.W. Shimon, E. M. Landau, R. PopovitzBiro, Z. Berkovitch-Yelin, L. Addadi, M. Lahav, L. Leiserowitz, Pure Appl. Chem. 1986, 58, 947;
-
(1986)
Pure Appl. Chem.
, vol.58
, pp. 947
-
-
Weissbuch, I.1
Shimon, L.J.W.2
Landau, E.M.3
Popovitzbiro, R.4
Berkovitch-Yelin, Z.5
Addadi, L.6
Lahav, M.7
Leiserowitz, L.8
-
26
-
-
0033822608
-
-
b) D. Zbaida, M. Lahav, K. Drauz, G. Knaup, M. Kottenhahn, Tetrahedron 2000, 56, 6645.
-
(2000)
Tetrahedron
, vol.56
, pp. 6645
-
-
Zbaida, D.1
Lahav, M.2
Drauz, K.3
Knaup, G.4
Kottenhahn, M.5
-
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77950266200
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note
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We observed that even an ee value of 0.2% can fully overrule the additive effect and thus dictate the final outcome. However, this enantiomeric excess is too small to measure accurately by HPLC (the limit is approximately 0.5% ee).
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77950241043
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note
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We confirmed that enantiomerically pure phenylglycine (2) can also direct the enantiomeric outcome of the deracemization starting from a clear solution in nucleation experiments with this compound (see the Supporting Information).
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77950201667
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The total crystal surface area is especially relevant in terms of the effectiveness of the additive at low concentrations, as in the current experiments.
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The total crystal surface area is especially relevant in terms of the effectiveness of the additive at low concentrations, as in the current experiments.
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31
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77950231616
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note
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[21] Candidates from this screen are then ground under racemizing conditions. In these early studies, often the enantiomerically pure compound is not yet available to direct the symmetry breaking. However, it is often observed that the solid phase diverges spontaneously toward one handedness as a result of contamination by a chiral impurity. A simple reversal of the experimental procedure can now be used to yield the opposite handedness. In this way, elaborate and time-consuming asymmetric synthetic procedures may be avoided.
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A. Galland, V. Dupray. B. Berton. S. Morin-Grognet, M. Sanselme. H. Atmani. G. Coquerel, Cryst. Growth Des 2009, 9, 2713.
-
(2009)
Cryst. Growth des
, vol.9
, pp. 2713
-
-
Galland, A.1
Dupray, V.2
Berton, B.3
Morin-Grognet, S.4
Sanselme, M.5
Atmani, H.6
Coquerel, G.7
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