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- W2067093103 abstract "Durch die Strukturanalyse von H2C = C(PPh2)2 (1) konnte der konformationsbestimmende Effekt der C = C-Doppelbindung mit dem der P = C-Doppelbindung im Ylid Ph3P = C(PPn2)2 (A) verglichen werden. Die Kristallstrukturanalyse von 1 ergab, daß im festen Zustand wirklich ähnliche Konformationen der Ph2P-Gruppen relativ zur Grundebene des Moleküls vorliegen. Die dirigierende Wirkung ist jedoch nicht so stark wie im Ylid, so daß in Lösungen 31P-NMR-spektroskopisch auch bei – 75°C noch keine Nichtäquivalenz der P-Atome feststellbar ist. Die Rotationsbehinderung in A wird auf den gauche-Effekt der freien Elektronenpaare an PIII und Ylid-C-Atom zurückgeführt. Nach Abstandskriterien entfallen bei 1 auch π-Wechselwirkungen C = P, während sie bei A offenbar erhebliche Beiträge leisten. Structure Comparison of H2C = C(PPh2)2 and Ph3P = C(PPh2)2. A Contribution to the P = C Double Bond Problem in Ylides Through a structure analysis of H2C = C(PPh2)2 (1) the conformation-determining effect of the C = C double bond could be compared with that of the P = C double bond in the ylide Ph3P = C-(PPh2)2 (A). Single crystal X-ray diffraction of 1 showed that indeed analogous conformations of the Ph2P groups relative to the basic plane of the molecule are present in the solid. However, the directing influence is much weaker in 1 than in A, and in solution even at –75°C no non-equivalence of the P-atoms is detectable by 31P NMR spectroscopy. The restricted rotation previously found for A is therefore attributed to the gauche effect of the lone pairs of electrons at PIII and the ylidic C atom. According to bond distances, no π-interactions C = P can be diagnosed in 1, while significant contributions of this type seem to be valid for A." @default.
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- W2067093103 date "1984-07-01" @default.
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- W2067093103 title "Strukturvergleich von H <sub>2</sub> C C(PPh <sub>2</sub> ) <sub>2</sub> und Ph <sub>3</sub> P C(PPh <sub>2</sub> ) <sub>2</sub> : Ein Beitrag zur Problematik der P C‐Doppelbindung in Yliden" @default.
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- W2067093103 doi "https://doi.org/10.1002/cber.19841170705" @default.
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