Mechanistische Aspekte der Diels-Alder-Reaktion: Ein kritischer Rückblick

Sauer, Jürgen; Sustmann, Reiner

doi:10.1002/ange.19800921004

Cited by 397 publications

(76 citation statements)

References 226 publications

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“…1, reagieren mit Mehrfachbindungssystemen bevorzugt nach dem Schema der [4+2]-Cycloaddition (Diels-Alder- Reaktion) [5][6][7][8][9], Alle Skelettatom e des Diens und des Dienophils gehen als Skelettatom e in das neugebil dete Ringsystem ein. Dabei muß die Bildung regioisomerer Produkte (II, III) in Betracht gezogen w er den [9].…”

Section: Cycloadditionsreaktionen Unter Vollständigem Einbau Des Dienunclassified

“…Elektronenarm e 1, addieren bevorzugt elektronenreiche Dienophile in konzertierter und/oder m ehrstufiger Reaktion [5][6][7][8][9].…”

Section: Cycloadditionsreaktionen Unter Vollständigem Einbau Des Dienunclassified

“…C 49,11 H 4,03 N 3,63. 7,55 (m,7,17 ppm (m, 2H , A rom aten- (CH3)3); 64,6 (sept., 2/ ( ' 3C '9F{'H }) = 30 Hz, C-4); 101,6 (breit, C-5); 122,0 (q, '/(^C^F^H } ) = 290 Hz, C(CF3)2); 157,1 (C-2); 163 ( C-6 ); 128,0,128,4,130,9,132,3 …”

Section: Cnhsf6nosi (36735)mentioning

confidence: 99%

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Reaktionen 4,4-Bis(trifluormethyl)-substituierter Heterodiene mit Alkinen / Reactions of 4,4-Bis(trifluoromethyl) Substituted Heterodienes with Alkynes

Burger

Sewald

Huber

et al. 1989

Zeitschrift Für Naturforschung B

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Section: Cycloadditionsreaktionen Unter Vollständigem Einbau Des Dienunclassified

“…Elektronenarm e 1, addieren bevorzugt elektronenreiche Dienophile in konzertierter und/oder m ehrstufiger Reaktion [5][6][7][8][9].…”

Section: Cycloadditionsreaktionen Unter Vollständigem Einbau Des Dienunclassified

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Reaktionen 4,4-Bis(trifluormethyl)-substituierter Heterodiene mit Alkinen / Reactions of 4,4-Bis(trifluoromethyl) Substituted Heterodienes with Alkynes

Burger

Sewald

Huber

et al. 1989

Zeitschrift Für Naturforschung B

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“…43 H 3.02 Gef. C 51.95 H 3.30 7,8,9, ]dec-8-en (16b): 270, 268, 266 (0.20/o, 0.60/o, 0.70/o, M+), 232 (12), 230 (12), 216 (7),200,198,196 (12,68,100,192 (39),190 (81),188 (64),160 (47),126 (35),98 (29),74 (40), 61 (25), 52 (61). -5), 48.7 (d,152Hz; C-1, -6), 71.5 (s; C-7, -10), 128.6 (s; C-8, -9).…”

Section: Nmr-spektren Der Benzobenzvalenementioning

confidence: 99%

“…8 (s; C-1, -8), 123.6 (s; C-12, -13 1,8,14,11,pentadec-14-en-JO,J2-dion (18) C 40.97 H 2.38 N 11.03 Gef. C 40.91 H 2.38 N 10.89 C. Darstellung der Benzobenzvalene45) und des 7,: Zur Lösung von 2.50 g (12.6 mmol) 11 in 35 ml absol. Dimethylsulfoxid (DMSO) wurden unter Rühren innerhalb von 10 min 3.00 g (26.…”

Section: Nmr-spektren Der Benzobenzvaleneunclassified

Substituierte Benzobenzvalene und Diazabenzobenzvalene – Synthesen aus Diels‐Alder‐Addukten des Benzvalens und NMR‐Spektroskopie

Christl

Freund

1985

Chem. Ber.

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979Die Diets-Aider-Additionen von Benzvalen (4) an 3,5-Dichlor-, 3,4,5-Trichlor-und Tetrachlor-apyron liefern die ö-Lactone 8-10, welche beim Erhitzen Kohlendioxid abspalten und in die chlor- brings about the aromatizations of 11-13 with elimination of hydrogen chloride and formation of the chloro-substituted benzobenvalenes 19-ll. The treatmcnt of 10 with sodium methoxide Ieads to methyl benzobenzvalenecarboxylate 27. Several oxidizing reagents transform the dihydropyridazines 28 and 30 into the diazabenzobenzvalenes 29 and 31, respectively. Probably promoted by an acid catalysis this dehydrogenation of 28 is accomplished even by air, which to a considerable extent gives rise also to cis-3,4-dibenzoyltricyclo[3.1.0.0 2 · 6 ]hexane (32), however. -

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Parabenzoquinone pyrolysis and oxidation in a flow reactor

Alzueta

Oliva

Glarborg

1998

Int. J. Chem. Kinet.

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An experimental and theoretical study of the pyrolysis and oxidation of parabenzoquinone has been performed. The experiments were conducted in an isothermal quartz flow reactor at atmospheric pressure in the temperature rangeThe main variables 600-1500 K. considered are temperature, oxygen concentration, and presence of CO. A detailed reaction mechanism for the pyrolysis and oxidation chemistry of parabenzoquinone is proposed, which provides a good description of the experimental results. Both the experimental work and the kinetic mechanism proposed for the pyrolysis and oxidation of parabenzoquinone represent the first systematic study carried out for this important aromatic compound.Our pyrolysis results confirm that the primary dissociation channel for p-benzoquinone leads to CO and a C 5 H 4 O isomer, presumably cyclopentadienone. However, significant formation of CO 2 during the pyrolysis may indicate the existence of a secondary dissociation channel leading to CO 2 and a C 5 H 4 isomer. Under oxidizing conditions, consumption of pbenzoquinone occurs mainly by dissociation at lower temperatures. As the temperature increases interaction of OC 6 H 4 O with the radical pool becomes more significant, occurring primarily through hydrogen abstraction reactions followed by ring opening reactions of the OC 6 H 3 O radical.

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Mechanistische Aspekte der Diels-Alder-Reaktion: Ein kritischer Rückblick

Cited by 397 publications

References 226 publications

Reaktionen 4,4-Bis(trifluormethyl)-substituierter Heterodiene mit Alkinen / Reactions of 4,4-Bis(trifluoromethyl) Substituted Heterodienes with Alkynes

Reaktionen 4,4-Bis(trifluormethyl)-substituierter Heterodiene mit Alkinen / Reactions of 4,4-Bis(trifluoromethyl) Substituted Heterodienes with Alkynes

Substituierte Benzobenzvalene und Diazabenzobenzvalene – Synthesen aus Diels‐Alder‐Addukten des Benzvalens und NMR‐Spektroskopie

Parabenzoquinone pyrolysis and oxidation in a flow reactor

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