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A. Marinetti, C. Charrier, F. Mathey, J. Fischer, Organometallics 1985, 4, 2134-2138.
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5], see: a) Y. G. Budnikova, T. V. Gryaznova, A. R. Yagfarov, O. G. Sinyashin, Russ. Chem. Bull. 2005, 54, 1398-1401.
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5W(R)P-N=CMe]; see for example: a) R. Streubel, Top. Curr. Chem. 2003, 223, 91-109;
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b) A. H. Cowley, R. L. Geerls, C. M. Nunn, J. Am. Chem. Soc. 1987, 109, 6523-6524; for solvent adducts of nucleophilic phosphinidenes,
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see: c) H. Aktas, J. Mulder, F. J. J. de Kanter, J. C. Slootweg, M. Schakel, A. W. Ehlers, M. Lutz, A. L. Spek, K. Lammertsma, J. Am. Chem. Soc. 2009, 131, 13531-13537.
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31
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75749108716
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See the Supporting Information for details
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See the Supporting Information for details.
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32
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0038626673
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Revision C.02, Gaussian. Inc., Wallingford CT
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Gaussian 03. Revision C.02, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian. Inc., Wallingford CT, 2004.
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Gaussian 03.
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Fukuda, R.24
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Nakai, H.30
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Li, X.32
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Hratchian, H.P.34
Cross, J.B.35
Bakken, V.36
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Stratmann, R.E.40
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Austin, A.J.42
Cammi, R.43
Pomelli, C.44
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Voth, G.A.48
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Dannenberg, J.J.50
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Daniels, A.D.53
Strain, M.C.54
Farkas, O.55
Malick, D.K.56
Rabuck, A.D.57
Raghavachari, K.58
Foresman, J.B.59
Ortiz, J.V.60
Cui, Q.61
Baboul, A.G.62
Clifford, S.63
Cioslowski, J.64
Stefanov, B.B.65
Liu, G.66
Liashenko, A.67
Piskorz, P.68
Komaromi, I.69
Martin, R.L.70
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more..
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33
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0345724800
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K. Lammertsma, A. W. Ehlers, M. L. McKee, J. Am. Chem. Soc. 2003, 125, 14750-14759.
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Lammertsma, K.1
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McKee, M.L.3
-
34
-
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75749141876
-
-
note
-
The ammonium group lowers both the phosphinidene's highest occupied and lowest unoccupied molecular orbitais (HOMO and LUMO) that account for the phosphorus lone pair and empty p orbital, respectively. This makes 3a the more electrophilic species (HOMO 3a: -8.68, 3b: -6.17 eV; LUMO 3a: -6.42, 3b: -3.91 eV).
-
-
-
-
35
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75749115719
-
-
1J(P,H) = 346 Hz), see reference [7a]
-
1J(P,H) = 346 Hz), see reference [7a].
-
-
-
-
36
-
-
75749136667
-
-
See for instance the mass spectrometric experiments in reference [8]
-
See for instance the mass spectrometric experiments in reference [8].
-
-
-
-
37
-
-
75749092007
-
-
5] (M=Mo, W); see reference [7b]
-
5] (M=Mo, W); see reference [7b].
-
-
-
-
38
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-
17344362567
-
-
The custom-made 24-pole operates similar to the one described in: L. A. Hammad, G. Gerdes, P. Chen, Organometallics 2005, 24, 1907-1913;
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(2005)
Organometallics
, vol.24
, pp. 1907-1913
-
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Hammad, L.A.1
Gerdes, G.2
Chen, P.3
-
40
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0000975875
-
-
a) A. Marinetti, F. Mathey, L. Ricard, Organometallics 1993, 12, 1207-1212;
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Marinetti, A.1
Mathey, F.2
Ricard, L.3
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41
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1642315373
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b) J. C. Slootweg, M. Schakel, F. J. J. de Kanter, A. W. Ehlers, S. I. Kozhushkov, A. de Meijere, M. Lutz, A. L. Spek, K. Lammertsma, J. Am. Chem. Soc. 2004, 126, 3050-3051.
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Slootweg, J.C.1
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Kozhushkov, S.I.5
De Meijere, A.6
Lutz, M.7
Spek, A.L.8
Lammertsma, K.9
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42
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0001033343
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5-complexed phenylphosphirane undergoes [1+2] retroaddition at 150°C (3 h), see: A. Marinetti, C. Charrier, F. Mathey, J. Fischer, Organometallics 1985, 4, 2134-2138, whereas the corresponding diethylamino-substituted phosphirane undergoes [1+2] retroaddition at 70°C (3 h),
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Marinetti, A.1
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43
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0024809886
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see: F. Mercier, B. Deschamps, F. Mathey, J. Am. Chem. Soc. 1989, 111, 9098-9100.
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Mercier, F.1
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44
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20444484882
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a) M. L. G. Borst, N. van der Riet, R. H. Lemmens, F. J. J. de Kanter, M. Schakel, A. W. Ehlers, A. M. Mills, M. Lutz, A. L. Spek, K. Lammertsma, Chem. Eur. J. 2005, 11, 3631-3642;
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Borst, M.L.G.1
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Schakel, M.5
Ehlers, A.W.6
Mills, A.M.7
Lutz, M.8
Spek, A.L.9
Lammertsma, K.10
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45
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75749094536
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Ph.D. Thesis, Vrije Universiteit (Amsterdam)
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b) J. B. M. Wit, Ph.D. Thesis, Vrije Universiteit (Amsterdam), 2001.
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Wit, J.B.M.1
|