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2
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Diederich, F.; Rubin, Y. Angew. Chem., Int. Ed. Engl. 1992, 31, 1101.
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(b) Diederich, F. Nature 1994, 369, 199.
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Diederich, F.1
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10
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0000040397
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Reviews and critical analyses: (a) Mel'nichenko, V. M.; Sladkov, A. M.; Nikulin, Yu. N. Russ. Chem. Rev. 1982, 51, 421.
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Mel'nichenko, V.M.1
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0030287528
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(c) Kudryavtsev, Yu. P.; Heimann, R. B.; Evsyukov, S. E. J. Mater. Sci. 1996, 31, 5557.
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14
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0034616513
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(e) Hlavaty, J.; Kavan, L.; Kasahar, N.; Oya, A. Chem. Commun. 2000, 737.
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Hlavaty, J.1
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15
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0034624413
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Compound C8-16: Dembinski, R.; Bartik, T.; Bartik, B.; Jaeger, M.; Gladysz, J. A. J. Am. Chem. Soc. 2000, 122, 810.
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Dembinski, R.1
Bartik, T.2
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Jaeger, M.4
Gladysz, J.A.5
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16
-
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0042347472
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Mohr, W.; Stahl, J.; Hampel, F.; Gladysz, J. A. Chem. Eur. J. 2003, 9, 3324.
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Chem. Eur. J.
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Mohr, W.1
Stahl, J.2
Hampel, F.3
Gladysz, J.A.4
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17
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1842326142
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Schermann, G.; Grösser, T.; Hampel, F.; Hirsch, A. Chem. Eur. J. 1997, 3, 1105.
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Schermann, G.1
Grösser, T.2
Hampel, F.3
Hirsch, A.4
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18
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0037127074
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Gibtner, T.; Hampel, F.; Gisselbrecht, J.-P.; Hirsch, A. Chem. Eur. J. 2002, 8, 408.
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Gibtner, T.1
Hampel, F.2
Gisselbrecht, J.-P.3
Hirsch, A.4
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19
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85074215661
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Bildstein, B.; Schweiger, M.; Angleitner, H.; Kopacka, H.; Wurst, K.; Ongania, K.-H.; Fontani, M,; Zanello, P. Organometallics 1999, 18, 4286, and references therein.
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Bildstein, B.1
Schweiger, M.2
Angleitner, H.3
Kopacka, H.4
Wurst, K.5
Ongania, K.-H.6
Fontani, M.7
Zanello, P.8
-
20
-
-
0000068447
-
-
Compound C8-3: Lagow, R. J.; Kampa, J. J.; Wei, H.-C.; Battle, S. L.; Genge, J. W.; Laude, D. A.; Harper, C. J.; Bau, R.; Stevens, R. C.; Haw, J. F.; Munson, E. Science 1995, 267. 362.
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Lagow, R.J.1
Kampa, J.J.2
Wei, H.-C.3
Battle, S.L.4
Genge, J.W.5
Laude, D.A.6
Harper, C.J.7
Bau, R.8
Stevens, R.C.9
Haw, J.F.10
Munson, E.11
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21
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0028382762
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(a) Hunter, J. M,; Fye, J. L.; Roskamp, E. J.; Jarrold, M. F. J. Phys. Chem. 1994, 98, 1810.
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Hunter, J.M.1
Fye, J.L.2
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27
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0037157117
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Horný, L.; Petraco, N. D. K.; Pak, C.; Schaefer, H. F., III. J. Am. Chem. Soc. 2002, 124, 5861.
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Horný, L.1
Petraco, N.D.K.2
Pak, C.3
Schaefer III, H.F.4
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28
-
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0001762189
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Compound C8-14: Bartik, B.; Dembinski, R.; Bartik, T.; Arif, A. M.; Gladysz, J. A. New J. Chem. 1997, 21, 739.
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Bartik, B.1
Dembinski, R.2
Bartik, T.3
Arif, A.M.4
Gladysz, J.A.5
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30
-
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23544467196
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(b) Watanabé, T.; Taguchi, I.; Masaki, N. Acta Crystallogr. 1959, 12, 347.
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Watanabé, T.1
Taguchi, I.2
Masaki, N.3
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31
-
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37049118565
-
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Compound C8-2: Coles, B. F.; Hitchcock, P. B.; Walton, D. R. M. J. Chem. Soc., Dalton 1975, 442.
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(1975)
J. Chem. Soc., Dalton
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Coles, B.F.1
Hitchcock, P.B.2
Walton, D.R.M.3
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32
-
-
0000392334
-
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Compound C8-13: Altmann, M.; Enkelmann, V.; Bunz, U. H. F. Chem. Ber. 1996, 129, 269.
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Chem. Ber.
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-
Altmann, M.1
Enkelmann, V.2
Bunz, U.H.F.3
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33
-
-
0001603849
-
-
Compound C8-12: Lin, J. T.; Wu, J. J.; Li, C.-S.; Wen, Y. S.; Lin, K.-J. Organometallics 1996, 15, 5028.
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Lin, J.T.1
Wu, J.J.2
Li, C.-S.3
Wen, Y.S.4
Lin, K.-J.5
-
34
-
-
33646120606
-
-
Compound C10-1: Rubin, Y.; Lin, S. S.; Knobler, C. B.; Anthony, J.; Boldi, A. M.; Diederich, F. J. Am. Chem. Soc. 1991, 113, 6943.
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(1991)
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Rubin, Y.1
Lin, S.S.2
Knobler, C.B.3
Anthony, J.4
Boldi, A.M.5
Diederich, F.6
-
38
-
-
0031001589
-
-
Crystal engineering involving 1,3-butadiynes: Coates, G. W.; Dunn, A. R.; Henling, L. M.; Dougherty, D. A.; Grubbs, R. H. Angew. Chem., Int. Ed. Engl. 1997, 36, 248
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-
-
Coates, G.W.1
Dunn, A.R.2
Henling, L.M.3
Dougherty, D.A.4
Grubbs, R.H.5
-
39
-
-
0001802687
-
-
Coates, G. W.; Dunn, A. R.; Henling, L. M.; Dougherty, D. A.; Grubbs, R. H. Angew. Chem. 1997, 109, 290.
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Coates, G.W.1
Dunn, A.R.2
Henling, L.M.3
Dougherty, D.A.4
Grubbs, R.H.5
-
40
-
-
0347359146
-
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Schwab, P. F. H.; Levin, M. D.; Michl, J. Chem. Rev. 1999, 99, 1863.
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Chem. Rev.
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-
-
Schwab, P.F.H.1
Levin, M.D.2
Michl, J.3
-
43
-
-
0345092132
-
-
Compound C8-4: Sarkar, A.; Komatsu, K.; Okada, S.; Matsuda, H.; Nakanishi, H. Acta Crystallogr. 1998, C54, 1519.
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(1998)
Acta Crystallogr.
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-
Sarkar, A.1
Komatsu, K.2
Okada, S.3
Matsuda, H.4
Nakanishi, H.5
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44
-
-
0034699223
-
-
Compound C8-5: Lee, L.-H.; Lynch, V.; Lagow, R. J. J. Chem. Soc., Perkin Trans. 1 2000, 2805.
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(2000)
J. Chem. Soc., Perkin Trans. 1
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-
-
Lee, L.-H.1
Lynch, V.2
Lagow, R.J.3
-
45
-
-
0033959029
-
-
Compound C8-6: Müller, T.; Hulliger, J.; Seichter, W.; Weber, E.; Weber, T.; Wübbenhorst, M. Chem. Eur. J. 2000, 6, 54.
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(2000)
Chem. Eur. J.
, vol.6
, pp. 54
-
-
Müller, T.1
Hulliger, J.2
Seichter, W.3
Weber, E.4
Weber, T.5
Wübbenhorst, M.6
-
48
-
-
0035818035
-
-
Compound C8-8: Heuft, M. A.; Collins, S. K.; Yap, G. P. A.; Fallis, A. G. Org. Lett. 2001, 3, 2883.
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(2001)
Org. Lett.
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-
Heuft, M.A.1
Collins, S.K.2
Yap, G.P.A.3
Fallis, A.G.4
-
49
-
-
0344661240
-
-
unpublished data, University of Alberta
-
Compounds C8-9, C8-18, C12-1: Tykwinski, R. R. and co-workers, unpublished data, University of Alberta.
-
-
-
Tykwinski, R.R.1
-
50
-
-
0037450839
-
-
Compound C8-10: Werz, D. B.; Gleiter, R.; Rominger, F. Organometallics 2003, 22, 843.
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(2003)
Organometallics
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, pp. 843
-
-
Werz, D.B.1
Gleiter, R.2
Rominger, F.3
-
51
-
-
0002334586
-
-
Compound C8-15: Dembinski, R.; Lis, T.; Szafert, S.; Mayne, C. L.; Bartik, T.; Gladysz, J. A. J. Organomet. Chem. 1999, 578, 229.
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(1999)
J. Organomet. Chem.
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, pp. 229
-
-
Dembinski, R.1
Lis, T.2
Szafert, S.3
Mayne, C.L.4
Bartik, T.5
Gladysz, J.A.6
-
52
-
-
0034700221
-
-
Compound C8-17: Wong, K.-T.; Lehn, J.-M.; Peng, S.-M.; Lee, G.-H. Chem. Commun. 2000, 2259.
-
(2000)
Chem. Commun.
, pp. 2259
-
-
Wong, K.-T.1
Lehn, J.-M.2
Peng, S.-M.3
Lee, G.-H.4
-
53
-
-
0001698461
-
-
Compounds C8-20, C12-4: Peters, T. B.; Bohling, J. C.; Arif, A. M.; Gladysz, J. A. Organometallics 1999, 18, 3261.
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(1999)
Organometallics
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, pp. 3261
-
-
Peters, T.B.1
Bohling, J.C.2
Arif, A.M.3
Gladysz, J.A.4
-
54
-
-
0035796193
-
-
Compounds C8-21, C12-5, C12-8, C16-1: (a) Mohr, W.; Stahl, J.; Hampel, F.; Gladysz, J. A. Inorg. Chem. 2001, 40, 3263.
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(2001)
Inorg. Chem.
, vol.40
, pp. 3263
-
-
Mohr, W.1
Stahl, J.2
Hampel, F.3
Gladysz, J.A.4
-
55
-
-
0009529332
-
-
Compound C8-22: Mohr, W.; Peters, T. B.; Bohling, J. C.; Hampel, F.; Arif, A. M.; Gladysz, J. A. C. R. Chem. 2002, 5, 111.
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(2002)
C. R. Chem.
, vol.5
, pp. 111
-
-
Mohr, W.1
Peters, T.B.2
Bohling, J.C.3
Hampel, F.4
Arif, A.M.5
Gladysz, J.A.6
-
56
-
-
0345523617
-
-
unpublished results, Universität Erlangen-Nürnberg
-
Compounds C8-23-26 and C10-3: Gladysz, J. A.; Hampel, F., and co-workers, unpublished results, Universität Erlangen-Nürnberg.
-
-
-
Gladysz, J.A.1
Hampel, F.2
-
57
-
-
0037471220
-
-
Compound C8-27: Yam, V. W.-Y.; Wong, K. M.-C.; Zhu, N. Angew. Chem., Int. Ed. 2003, 42, 1400
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(2003)
Angew. Chem., Int. Ed.
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, pp. 1400
-
-
Yam, V.W.-Y.1
Wong, K.M.-C.2
Zhu, N.3
-
58
-
-
0345092131
-
-
Yam, V. W.-Y.; Wong, K. M.-C.; Zhu, N. Angew. Chem. 2003, 115, 1438.
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(2003)
Angew. Chem.
, vol.115
, pp. 1438
-
-
Yam, V.W.-Y.1
Wong, K.M.-C.2
Zhu, N.3
-
59
-
-
0037014130
-
-
Compounds C8-29-32, C12-9: Stahl, J.; Bohling, J. C.; Bauer, E. B.; Peters, T. B.; Mohr, W.; Martín-Alvarez, J. M.; Hampel, F.; Gladysz, J. A., Angew. Chem., Int. Ed. 2002, 41, 1871
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(2002)
Angew. Chem., Int. Ed.
, vol.41
, pp. 1871
-
-
Stahl, J.1
Bohling, J.C.2
Bauer, E.B.3
Peters, T.B.4
Mohr, W.5
Martín-Alvarez, J.M.6
Hampel, F.7
Gladysz, J.A.8
-
60
-
-
0001722667
-
-
Stahl, J.; Bohling, J. C.; Bauer, E. B.; Peters, T. B.; Mohr, W.; Martín-Alvarez, J. M. Hampel, F. Gladysz, J. A. Angew. Chem. 2002, 114, 1951.
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(2002)
Angew. Chem.
, vol.114
, pp. 1951
-
-
Stahl, J.1
Bohling, J.C.2
Bauer, E.B.3
Peters, T.B.4
Mohr, W.5
Martín-Alvarez, J.M.6
Hampel, F.7
Gladysz, J.A.8
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61
-
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0000916457
-
-
Compound C12-3: Sakurai, A.; Akita, M.; Moro-oka, Y. Organometallics, 1999, 18, 3241.
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(1999)
Organometallics
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Sakurai, A.1
Akita, M.2
Moro-oka, Y.3
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63
-
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0013500235
-
-
Compound C12-7: Adams, R. D.; Qu, B.; Smith, M. D. Organometallics 2002, 21, 3867.
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(2002)
Organometallics
, vol.21
, pp. 3867
-
-
Adams, R.D.1
Qu, B.2
Smith, M.D.3
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0000430798
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(b) McMullan, R. K.; Kvick, Å.; Popelier, P. Acta Crystallogr. 1992, B48, 726.
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Acta Crystallogr.
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McMullan, R.K.1
Kvick, Å.2
Popelier, P.3
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67
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0001654724
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-
(a) Tanimoto, M.; Kuchitsu, K.; Morino, Y. Bull. Chem. Soc. Jpn. 1971, 44, 386.
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Bull. Chem. Soc. Jpn.
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Tanimoto, M.1
Kuchitsu, K.2
Morino, Y.3
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68
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0001963401
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(b) Tay, R.; Metha, G. F.; Shanks, F.; McNaughton, D. Struct. Chem. 1995, 6, 47.
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Tay, R.1
Metha, G.F.2
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McNaughton, D.4
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70
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11344284526
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For average carbon-carbon bond lengths in crystallographically characterized molecules. see Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, G. A.; Taylor, R. J. Chem. Soc., Perkin Trans. 2 1987, S1.
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J. Chem. Soc., Perkin Trans. 2
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Allen, F.H.1
Kennard, O.2
Watson, D.G.3
Brammer, L.4
Orpen, G.A.5
Taylor, R.6
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72
-
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0344661239
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-
Unpublished data, Universität Erlangen-Nürnberg
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(b) Jiao, H. Unpublished data, Universität Erlangen-Nürnberg.
-
-
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Jiao, H.1
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73
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0033083526
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Green D. C.; Englich, U.; Ruhlandt-Senge, K. Angew. Chem., Int. Ed. 1999, 38, 354
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Green, D.C.1
Englich, U.2
Ruhlandt-Senge, K.3
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74
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0001698222
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Green, D. C.; Englich, U.; Ruhlandt-Senge, K. Angew. Chem. 1999, 111, 365.
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Green, D.C.1
Englich, U.2
Ruhlandt-Senge, K.3
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75
-
-
0345092126
-
-
note
-
The angle given in ref 33 (19.7°) is incorrect.
-
-
-
-
76
-
-
0345523616
-
-
University of Wroclaw, is gratefully acknowledged
-
The assistance and input of Dr. J. Panek and Dr. K. Mierzwicki, University of Wroclaw, is gratefully acknowledged.
-
-
-
Panek, J.1
Mierzwicki, K.2
-
77
-
-
0344229986
-
-
note
-
nX′ with n = 4, 6, 8 (resulting interatomic distances: 1.563, 1.567, 1.569 Å % contractions: 56.3, 56.7, 56.9). The ξ values were 0.56657, 0.64343, and 0.71274, respectively. Next two semicircles were arranged in an S or ∩∪ shape, such that the termini or X-X′ distances were 9, 13, and 17 Å. Ten, 14, and 18 atoms were again spaced evenly along the circumference (resulting interatomic distances: 1.539, 1.555, 1.562 Å; % contractions: 53.9, 55.5, 56.2). The ξ 0.53009, 0.63718, and 0.72870, were similar to those of the single semicircles. Note that the least-squares lines for the single semicircles do not contain the endgroups, but those for the S-shaped double-semicircles must. Since the former can "float", it is intuitively plausible that the ξ values are approximately equal.
-
-
-
-
78
-
-
0038287123
-
-
(a) Gudipati, M. S.; Hamrock, S. J.; Balaji, V.; Michl, J. J. Phys. Chem. 1992, 96, 10165.
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Gudipati, M.S.1
Hamrock, S.J.2
Balaji, V.3
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79
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0000741608
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(b) Levin, M. D.; Kaszynski, P.; Michl, J. Chem. Rev. 2000, 100, 169.
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Chem. Rev.
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Levin, M.D.1
Kaszynski, P.2
Michl, J.3
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83
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0033546706
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(b) Foley, J. L.; Li, L.; Sandman, D. J.; Vela, M. J.; Foxman, B. M.; Albro, R.; Eckhardt, C. J. J. Am. Chem. Soc. 1999, 121, 7262, and references therein.
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Foley, J.L.1
Li, L.2
Sandman, D.J.3
Vela, M.J.4
Foxman, B.M.5
Albro, R.6
Eckhardt, C.J.7
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84
-
-
0037819515
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(c) Carré, F.; Devylder, N.; Dutremez, S. G.; Guérin, C.; Henner, B. J. L.; Jolivet, A.; Tomberli, V. Organometallics 2003, 22, 2014.
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Organometallics
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Carré, F.1
Devylder, N.2
Dutremez, S.G.3
Guérin, C.4
Henner, B.J.L.5
Jolivet, A.6
Tomberli, V.7
-
85
-
-
0345523615
-
-
note
-
Analogous calculations for all compounds in Table 5 were carried out using the midpoints of the carbon chains as opposed to the midpoints of the X/X′ vectors. In more than half the cases, the φ and offset values were identical. In a few cases, modest deviations were observed, corresponding to nonidealities resulting from the relative chain conformations (e.g., parallel and antiparallel relationships between molecules with bow conformations as discussed in the text).
-
-
-
-
88
-
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0035200608
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Jennings, W. B.; Farrell, B. M.; Malone, J. F. Acc. Chem. Res. 2001, 34, 885.
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Jennings, W.B.1
Farrell, B.M.2
Malone, J.F.3
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89
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-
0345092129
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0344229985
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note
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It appears challenging to formulate the stacking requirement in terms of symmetry. When the polyyne occupies a special position (i.e., a 2-fold axis or symmetry center), polymerization will generally be possible, subject to the other metrical requirements. When the polyyne occupies a general position, the crystal lattice must be further scrutinized. When the nearest polyynes are related by a translation along any axis, a topochemical polymerization will be possible. Data for compounds analyzed: C10-1, special position, nearest neighbor relation: x, y, z/x, 1+y, z; C8-7a, general position, nearest neighbor relation: x, y, z/x, 1+y, z; C8-18, special position, nearest neighbor relation: x, y, z/z, y-1, z; C12-7, special position, nearest neighbor relation: x, y, z/x, y, z-1; C8-27·4acetone, special position, nearest neighbor relation: x, y, z/x, 1+y, z; C8-8, special position, nearest neighbor relation: x, y, z/x-1, y, z; C8-10, general position, nearest neighbor relation: x, y, x/1-x, 2-y, 1-z; C8-5, general position, nearest neighbor relation: x, y, z/1-x, 1-y, 1-z.
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97
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0000868706
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Okada, S.; Hayamizu, K.; Matsuda, H.; Masaki, A.; Minami, N.; Nakanishi, H. Macromolecules 1994, 27, 6259.
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Okada, S.1
Hayamizu, K.2
Matsuda, H.3
Masaki, A.4
Minami, N.5
Nakanishi, H.6
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98
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0345092128
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note
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The value of φ that we calculate for C8-5 (49.4°) differs from that reported (69°).
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99
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0041508377
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The following paper with new structural data appeared too late to include in the above analysis: Xu, G.-L.; Zou, G.; Ni, Y.-H.; DeRosa, M. C.; Crutchley, R. J.; Ren, T. J. Am. Chem. Soc. 2003, 125, 10057.
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J. Am. Chem. Soc.
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Xu, G.-L.1
Zou, G.2
Ni, Y.-H.3
DeRosa, M.C.4
Crutchley, R.J.5
Ren, T.6
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