Beiträge zur Stereochemie substituierter 1,2‐Dinitrile

Drefahl, Günther; Heublein, G.; Voigt, Dietrich

doi:10.1002/prac.19640230307

Cited by 8 publications

References 3 publications

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Influence of isomer ratio and ring substituents in decomposition activation energies of α,α,α′,α′‐tetrasubstituted dibenzyls

et al. 2001

J of Applied Polymer Sci

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Diethyl-2,3-dicyano-2,3-di-(X-substituted phenyl) succinates (X ϭ p-OCH 3 , p-CH 3 , p-Cl, H, p-NO 2 ) can initiate the free-radical polymerization of styrene. The decomposition rate constant and activation energy were measured by means of a dilatometer, and the results showed that they were strongly dependent on the ratio of meso-and dl-isomers in the polysubstituted dibenzyl compounds and the properties of the ring substituents. On the other hand, it was found that the polystyrenes, which were obtained by initiation with hydrogen, had a much larger average molecular weight than that with p-OCH 3 and p-CH 3 . The experimental phenomena were correlated with the structure of the radical resulting from hydrogen.

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Influence of isomer ratio and ring substituents in decomposition activation energies of α,α,α′,α′‐tetrasubstituted dibenzyls

et al. 2001

J of Applied Polymer Sci

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Substituenteneffekte auf die CC‐Bindungsstärke, 1. Struktur und Spannungsenthalpie tetrasubstituierter Bernsteinsäuredinitrile

et al. 1983

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Substituent Effects on the C-C-Bond Strength, 1 Structure and Strain Enthalpy of Tetrasubstituted Succinonitriles')Eleven Succinonitriles, tetrasubstituted by alkyl or aryl groups, were prepared, partially as pure meso-and DL-diastereomers. For four of them standard heats of formation AH; and strain enthalpies Hsp were determined from heats of combustion. Their values were used together with data from the literature to deduce the CN-base value required for the computation of heats of formation AH; of nitriles and dinitriles with Allinger's MM2 force field. In addition rotational barriers, conformational equilibria, dipole moments and structures were determined by force field calculations. The agreement with experimental data as e.g. the X-ray structures of 7d und 7g was good. The relationships between strain and structure are discussed.In einer Reihe von Publikationenz-') haben wir gezeigt, da0 zwischen der Struktur, der Spannungsenthalpie und der thermischen Stabilitat hochverzweigter Kohlenwasserstoffe eindeutige Beziehungen bestehen. Mit der Verzweigung der Seitenketten R' -R3 in 1 steigt deren Spannungsenthalpie Hsp 697), die experimentell durch Verbrennungskalorimetrie3) oder rechnerisch durch Kraftfeldrechnungen3s8) bestimmt werden kann, an. Linear parallel mit der Spannungsenthalpie H s p sinkt die Aktivierungsenthalpie (AG" bzw. AH*) des homolytischen Zerfalls in die Radikale 22,4). Beriicksichtigt man die in den Radikalen 2 verbleibende Restspannung ' ), die durch Kraftfeldrechnungen 0 Verlag

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1.2‐dinitrile polymers. II. Homopolymers and copolymers of diphenylmaleonitrile, meso‐ and dl‐diphenylsuccinonitrile, phthalonitrile

Liepins

1968

Makromol. Chem.

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Homopolymers of diphenylmaleonitrile, mesoand dl-diphenylsuccinonitrile as well as copolymers with fumaronitrile and phthalonitrile have been prepared in the presence of free radical initiators of medium high decomposition temperature. The polymers were isolated as black infusible powders, however, completely soluble in acidic solvents. A simple technique for preparing phthalocyanine and derivatives of tetrazaporphin also evolved Gorn this work. Three new tetrazaporphin derivatives have been prepared. ZUSAMMENFASSUNG:Homopolymere von Diphenylmaleinsaurenitril, mesound dl-Diphenylbernsteinsaurenitril, sowie deren Copolymere mit Fumarsaurenitril und Phthalsaurenitril wurden unter Verwendung eines Radikalstarters mit relativ hoher Zersetzungstemperatur hergestellt. Die Polymeren sind unschmelzbare, schwarze Pulver, die sich jedoch in Sauren vollstandig losen.Eine einfache Methode zur Darstellung von Phthalocyanin und Derivaten des Tetrazaporphins war ein Nebenergebnis dieser Arbeit. Drei neue Tetrazaporphinabkommlinge wurden dargestellt. * ) Part I. cf. ref.2).H gauche anti rneso-DPSNLater, the pure gauche form of meso-DPSN (mp 243-244OC, lit.6) 24O-24l0C) was also prepared from the, as received, material.

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Beiträge zur Stereochemie substituierter 1,2‐Dinitrile

Abstract: An Hand der Ergebnisse der Bestimmung von Dipolmomenten und der UR‐Spektren werden die Konstellationsverhältnisse verschieden substituierter Succinodinitrile unter Einbeziehung der Temperaturabhängigkeit diskutiert.

Cited by 8 publications

References 3 publications

Influence of isomer ratio and ring substituents in decomposition activation energies of α,α,α′,α′‐tetrasubstituted dibenzyls

Influence of isomer ratio and ring substituents in decomposition activation energies of α,α,α′,α′‐tetrasubstituted dibenzyls

Substituenteneffekte auf die CC‐Bindungsstärke, 1. Struktur und Spannungsenthalpie tetrasubstituierter Bernsteinsäuredinitrile

1.2‐dinitrile polymers. II. Homopolymers and copolymers of diphenylmaleonitrile, meso‐ and dl‐diphenylsuccinonitrile, phthalonitrile

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