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doi:10.1002/chem.201003082
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79954625052
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note
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A and B symbolize cross-metathesized double bonds; C symbolizes terminal double bonds and D stands for internal olefins. However and especially in cases of incomplete conversion towards dodeca-2,10-dienedioate, a broad spectrum of possible molecules featuring these structural elements is expectable. For example, C might stem from the starting material, from mono cross-metathesized molecules or from oligomers (originating from ADMET of 1,10-decadiene). Internal olefins (D) stem from oligomeric products such as octadeca-1,9,17-triene or higher oligomers as well as from telechelic and semi-telechelic oligomers bearing eneoate as the endgroup. No evidence for cyclooctene could be retrieved, but formation of higher cyclic structures from 1,10-decadiene could not be ruled.
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24
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78751487069
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J. Wappel, C.A. Urbina-Blanco, M. Abbas, J.H. Albering, R. Saf, S.P. Nolan, and C. Slugovc Beilstein J. Org. Chem. 6 2010 1091 1098
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Wappel, J.1
Urbina-Blanco, C.A.2
Abbas, M.3
Albering, J.H.4
Saf, R.5
Nolan, S.P.6
Slugovc, C.7
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25
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79751484380
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M. Zirngast, E. Pump, A. Leitgeb, J.H. Albering, and C. Slugovc Chem. Commun. 47 2011 2261 2263
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Zirngast, M.1
Pump, E.2
Leitgeb, A.3
Albering, J.H.4
Slugovc, C.5
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26
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77956841806
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X. Bantreil, T.E. Schmid, R.A.M. Randall, A.M.Z. Slawin, and C.S.J. Cazin Chem. Commun. 46 2010 7115 7117
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Chem. Commun.
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Bantreil, X.1
Schmid, T.E.2
Randall, R.A.M.3
Slawin, A.M.Z.4
Cazin, C.S.J.5
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27
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77249179218
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It is worth noting that no evidence for the isomerization of the olefin could be found although such isomerization at higher temperatures has been reported; see P.A. Fokou, and M.A.R. Meier Macromol. Rapid Commun. 31 2010 368 373 and references therein
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Macromol. Rapid Commun.
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Fokou, P.A.1
Meier, M.A.R.2
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28
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29044439970
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This might be best explained by the assumption, that excessive ethyl acrylate acts similarly than bezoquinones which were used for the suppression of isomerization; see S.H. Hong, D.P. Sanders, C.W. Lee, and R.H. Grubbs J. Am. Chem. Soc. 127 2005 17160 17161
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J. Am. Chem. Soc.
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Hong, S.H.1
Sanders, D.P.2
Lee, C.W.3
Grubbs, R.H.4
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