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GC analysis cannot provide accurate information for determination of the products because compound Z-7a generates one unknown product at ca. 250 °C
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Compound Z-7d: C27H24, monoclinic crystals of space group C2/c, unit cell dimensions: a=18.673(3, b= 6.1099(9, c=36.375(6) Å, α=90, β=100.215(3, γ= 90°, V=4084.2(10) Å3, Z=8, Crystal size: 0.30×0.23× 0.10 mm3. Compound Z-7o: C48H30, triclinic crystals of space group P1, unit cell dimensions: a=9.0868(18, b=13.068(2, c=15.152(3) Å, α=65.804(8, β=80.282(8, γ=85.118(8)°, V=1617.4(5) Å3, Z=2, Crystal size: 0.10×0.10×0.04 mm3. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre. CCDC 672448 (Z-7d) and 671872 (Z-7o) contain the supplementary cryst
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3. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre. CCDC 672448 (Z-7d) and 671872 (Z-7o) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif or on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) + 44-1223-336033; E-mail: deposit@ccdc.cam.ac.uk].
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76
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25144451317
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1H NMR spectra of these two regioisomers are very similar to those of their analogues, (3E/3Z)-2-butyl-3-(1-hexynyl)deca-1,3-diene, see: M. Kim, R. L. Miller, D. Lee, J. Am. Chem. Soc. 2005, 127, 12818.
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1H NMR spectra of these two regioisomers are very similar to those of their analogues, (3E/3Z)-2-butyl-3-(1-hexynyl)deca-1,3-diene, see: M. Kim, R. L. Miller, D. Lee, J. Am. Chem. Soc. 2005, 127, 12818.
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77
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53849111802
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In these control experiments, only the reaction products of type 10 were isolated and characterized. Self-dimerization and -trimerization adducts of alkynes 4 and traces of other regioisomers were also formed but neglected
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In these control experiments, only the reaction products of type 10 were isolated and characterized. Self-dimerization and -trimerization adducts of alkynes 4 and traces of other regioisomers were also formed but neglected.
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78
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53849115982
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9c was heated at 80 °C for 1 d in our catalytic system, a complex mixture was generated and only ca
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When enyne 9c was heated at 80 °C for 1 d in our catalytic system, a complex mixture was generated and only ca. 30% of the starting material was recovered.
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30% of the starting material was recovered
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When enyne1
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79
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53849141719
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2 atmosphere for 1 d without obvious decomposition. Attempts at the preparation of a tetramer from the reaction of Z-7a and 4a with our protocol were also not successful.
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2 atmosphere for 1 d without obvious decomposition. Attempts at the preparation of a tetramer from the reaction of Z-7a and 4a with our protocol were also not successful.
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80
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53849124913
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2 and 4, or by the transmetallation from the corresponding copper(I) acetylide.
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2 and 4, or by the transmetallation from the corresponding copper(I) acetylide.
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81
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53849091932
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[14d]
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[14d]
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82
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53849128398
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Dienynes Z-7 can be formulated to have a skeleton of 1,3-hexadien-5-yne. It has been reported that 1,3-hexadien-5-yne can generate benzene via isobenzenediyne, see: H. Hopf, H. Berger, G. Zimmermann, U. Nüchter, P. G. Jones, I. Dix, Angew. Chem. 1997, 109, 1236;
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Dienynes Z-7 can be formulated to have a skeleton of 1,3-hexadien-5-yne. It has been reported that 1,3-hexadien-5-yne can generate benzene via isobenzenediyne, see: H. Hopf, H. Berger, G. Zimmermann, U. Nüchter, P. G. Jones, I. Dix, Angew. Chem. 1997, 109, 1236;
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84
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3.
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3.
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85
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53849133668
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6π-Electrocyclization: a O. Reiser, S. Reichow, A. de Meijere, Angew. Chem. 1987, 99, 1285;
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6π-Electrocyclization: a) O. Reiser, S. Reichow, A. de Meijere, Angew. Chem. 1987, 99, 1285;
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87
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0000339318
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