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4
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(d) Lalor, F. J.; Paxson, T.; Hawthorne, M. F. J. Am. Chem. Soc. 1971, 93, 3156.
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Lalor, F.J.1
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8
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37049085970
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(h) Toyota, S.; Futawaka, T.; Ikeda, H.; Oki, M. J. Chem. Soc., Chem. Commun. 1995, 2499.
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Toyota, S.1
Futawaka, T.2
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Oki, M.4
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9
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(i) Vedrenne, P.; Guen, V. L.; Toupet, L.; Gall, T. L.; Mioskowski, C. J. Am. Chem. Soc 1999, 121, 1090.
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Vedrenne, P.1
Guen, V.L.2
Toupet, L.3
Gall, T.L.4
Mioskowski, C.5
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10
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37049075332
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(a) Sugihara, Y.; Miyatake, R.; Takakura, K.; Yano, S. J. Chem. Soc., Chem. Commun. 1994, 1925.
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Sugihara, Y.1
Miyatake, R.2
Takakura, K.3
Yano, S.4
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11
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0000923447
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(b) Sugihara, Y.; Takakura, K.; Murafuji, T.; Miyatake, R.; Nakasuji, K.; Kato, M.; Yano, S. J. Org. Chem. 1996, 61, 6829.
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Sugihara, Y.1
Takakura, K.2
Murafuji, T.3
Miyatake, R.4
Nakasuji, K.5
Kato, M.6
Yano, S.7
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15
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85004495520
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(a) Terashima, M.; Kakimi, H.; Ishikura, M.; Kamata, K. Chem. Pharm. Bull. 1983, 31, 4573.
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Terashima, M.1
Kakimi, H.2
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16
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0001765779
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(b) Ishikura, M.; Mano, T.; Oda, I.; Terashima, M. Heterocycles 1984, 22, 2471.
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Ishikura, M.1
Mano, T.2
Oda, I.3
Terashima, M.4
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17
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37549058584
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The price and boiling point of trimethylborane is U.S. $1080.00/10 g and -20°C, respectively. In addition, this reagent is not commercially available in Japan because it is a high-pressure gas.
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The price and boiling point of trimethylborane is U.S. $1080.00/10 g and -20°C, respectively. In addition, this reagent is not commercially available in Japan because it is a high-pressure gas.
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19
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0037178508
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(b) Li, W.; Nelson, D. P.; Jensen, M. S.; Hoerrner, R. S.; Cai, D.; Larsen, R. D.; Reider, P. J. J. Org. Chem. 2002, 67, 5394.
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(2002)
J. Org. Chem
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Li, W.1
Nelson, D.P.2
Jensen, M.S.3
Hoerrner, R.S.4
Cai, D.5
Larsen, R.D.6
Reider, P.J.7
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20
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0001079081
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Takeuchi, M.; Kijima, H.; Hamachi, I.; Shinkai, S. Bull. Chem. Soc. Jpn. 1997, 70, 699. In this paper and in private communications, Takeuchi et al. described the synthesis of 4, involving the hydrolysis of 2a (ref 4a) followed by esterification in 19% yield.
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Takeuchi, M.; Kijima, H.; Hamachi, I.; Shinkai, S. Bull. Chem. Soc. Jpn. 1997, 70, 699. In this paper and in private communications, Takeuchi et al. described the synthesis of 4, involving the hydrolysis of 2a (ref 4a) followed by esterification in 19% yield.
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21
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37549002287
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On the basis of the procedure reported by Ogawa et al. (J. Am. Chem. Soc. 1996, 118, 5783)
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On the basis of the procedure reported by Ogawa et al. (J. Am. Chem. Soc. 1996, 118, 5783)
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22
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0037039899
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and Wong et al. (J. Org. Chem. 2002, 67, 1041), which does not involve the production of boronic acid, we attempted the synthesis by reacting the lithiate of 3-pyridyl with trimethylborate, followed by removal of solvent and treatment with methanol. Unfortunately, polymeric materials were obtained.
-
and Wong et al. (J. Org. Chem. 2002, 67, 1041), which does not involve the production of boronic acid, we attempted the synthesis by reacting the lithiate of 3-pyridyl with trimethylborate, followed by removal of solvent and treatment with methanol. Unfortunately, polymeric materials were obtained.
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24
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0030605177
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Murafuji, T.; Mouri, R.; Sugihara, Y.; Takakura, K.; Mikata, Y.; Yano, S. Tetrahedron 1996, 52, 13933.
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(1996)
Tetrahedron
, vol.52
, pp. 13933
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Murafuji, T.1
Mouri, R.2
Sugihara, Y.3
Takakura, K.4
Mikata, Y.5
Yano, S.6
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25
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0033578858
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Wakabayashi, S.; Sugihara, Y.; Takakura, K.; Murata, S.; Tomioka, H.; Ohnishi, S.; Tatsumi, K. J. Org. Chem. 1999, 64, 6999.
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(1999)
J. Org. Chem
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, pp. 6999
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Wakabayashi, S.1
Sugihara, Y.2
Takakura, K.3
Murata, S.4
Tomioka, H.5
Ohnishi, S.6
Tatsumi, K.7
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26
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37549047373
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Since single crystals of 3 could not be obtained, the molecular structure was calculated by AM1. The THC value of the boron atom and the length of the B-N bond in 3a are estimated to average 80.8% and 1.634 Å, respectively.
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Since single crystals of 3 could not be obtained, the molecular structure was calculated by AM1. The THC value of the boron atom and the length of the B-N bond in 3a are estimated to average 80.8% and 1.634 Å, respectively.
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27
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37549071647
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Using AM1 calculations, we also estimated the enthalpic contribution to the free energy change associated with self-assembly: 1a, 11.2 kcal/mol; 2a, 10.9 kcal/mol; 3a, 9.2 kcal/mol. This order is not consistent with the scrambling conditions, nor does it support sole unimolecular dissociation of the B-N bond during scrambling
-
Using AM1 calculations, we also estimated the enthalpic contribution to the free energy change associated with self-assembly: 1a, 11.2 kcal/mol; 2a, 10.9 kcal/mol; 3a, 9.2 kcal/mol. This order is not consistent with the scrambling conditions, nor does it support sole unimolecular dissociation of the B-N bond during scrambling.
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28
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37549030321
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As model compounds for monomer, we also used pyridine, 4-methylpyridine, or 4-methoxypyridine. However, standing at ambient temperature for several days remained unchanged.
-
As model compounds for monomer, we also used pyridine, 4-methylpyridine, or 4-methoxypyridine. However, standing at ambient temperature for several days remained unchanged.
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30
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2542495781
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Moss, R. A, Platz, M. S, Jones, M, Jr, Eds, John Wiley & Sons, Inc, Hoboken, NJ
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(b) Amyes, T. L.; Toteva, M. M.; Richard, J. P. In Reactive Intermediate Chemistry; Moss, R. A., Platz, M. S., Jones, M., Jr., Eds.; John Wiley & Sons, Inc.: Hoboken, NJ, 2004; p 41.
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(2004)
Reactive Intermediate Chemistry
, pp. 41
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Amyes, T.L.1
Toteva, M.M.2
Richard, J.P.3
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31
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0000356059
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For the calculations of the complex of borane with aldehyde, THF, and ammonia, etc, see: DiMare, M. J. Org. Chem. 1996, 61, 8378. Also see ref 1h
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For the calculations of the complex of borane with aldehyde, THF, and ammonia, etc., see: DiMare, M. J. Org. Chem. 1996, 61, 8378. Also see ref 1h.
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