797. The pyrolysis of some complex urethanes

Fletcher, Michael A.; Lakin, M. W.; Plant, S. G. P.

doi:10.1039/jr9530003898

Cited by 10 publications

(8 citation statements)

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“…The poorly melting substance was subjected to a series of low temperature fractional recrystallizations from pentane. In addition to numerous intermediate fractions, 5 g. of a material (Xlb), m.p. 129-130°, was obtained.…”

Section: -83°mentioning

confidence: 99%

“…agent. 5 When IV was hydrogenated, 2-exomethylnorbornane-2-eiwfocarboxamide1 was obtained which could be saponified to 2-exomethylnorbornane-2eretfocarboxylic acid.1…”

mentioning

confidence: 99%

“…From these interconversions, it is now evident that the carboxamide II possesses the exo configuration and that the higher-melting isomer must be 2-norbornene-5 enáocarboxamide. 5-Exocyano-2-norbornene (lb) was prepared by (5) The formation of an iodobydrin from 5-eitdomethyl-2-norbornene-G-exocarboxylic acid has been reported recently by S. Beckmann and R. Mezger, Chem. Ber., 90, 1559 (1957).…”

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confidence: 99%

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Stereochemistry of Diels-Alder Adducts. II. The Alkylation of Some Bicyclic Nitriles

Boehme¹,

Schipper²,

Scharpf³

et al. 1958

J. Am. Chem. Soc.

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The stereochemistry of some carboxylic acids derived from 2-norbornene* and bicyclo[2,2,2]oct-2-ene was investigated.The reaction of either 5-e»docyano-2-norbornene (la) or 5-exocyano-2-norbornene (lb) with methyl chloride in the presence of sodamide and liquid ammonia gave 5-eradocyano-5-exomethyl-2-norbornene (III). As a by-product of both reactions, there was obtained an amidine fraction which upon saponification gave 2-norbornene-5-exocarboxamide (II); II also could

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Section: -83°mentioning

confidence: 99%

“…agent. 5 When IV was hydrogenated, 2-exomethylnorbornane-2-eiwfocarboxamide1 was obtained which could be saponified to 2-exomethylnorbornane-2eretfocarboxylic acid.1…”

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confidence: 99%

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confidence: 99%

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Stereochemistry of Diels-Alder Adducts. II. The Alkylation of Some Bicyclic Nitriles

Boehme¹,

Schipper²,

Scharpf³

et al. 1958

J. Am. Chem. Soc.

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“…The monomeric model compound II is not new but the method of synthesizing it using phase-transfer catalysis is new and simpler than that previously described. 13 Ethyl chloroformate (purity >99%, Societé Nationale des Poudres et Explosifs), carbazole (Fluka), tetrabutylammonium hydrogen sulfate (TBAH) (Aldrich Chemical Co.), and methylene chloride were used without further purification.…”

Section: Introductionmentioning

confidence: 99%

Spectroscopy and triplet photophysical properties of poly[N-((vinyloxy)carbonyl)carbazole] and its monomeric analog

Burkhart¹,

Lee²,

Boileau³

et al. 1985

Macromolecules

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The triplet photophysical properties of poly[7V-((vinyloxy)carbonyl)carbazole] (PFCZ) and of its monomeric model iV-carbethoxycarbazole (MFCZ) have been investigated and compared with those of the widely studied poly(JV-vinylcarbazole) (PVCA). Two distinct triplet excimeric emissions are observed in solid films of PFCZ. Phosphorescence spectra of PFCZ and MFCZ in rigid solutions are essentially the same as observed previously for PVCA and JV-alkylcarbazoles, respectively. The fluorescence spectrum of PFCZ is significantly blue shifted relative to PVCA and, unlike PVCA, yields a structured emission both in solution and in the solid film state. In frozen solutions at 77 K spectral shifts of Os-saturated vs. N2-saturated solutions indicate the presence of a weakly bound singlet excimer. Phosphorescence lifetimes of PFCZ and MFCZ in rigid media are 6.2 and 7.0 s, respectively. The delayed fluorescence lifetime in solid films of PFCZ at 77 K is 3.5 s. The intensity of delayed fluorescence from PFCZ both in rigid solutions and in solid films depends upon the square of the excitation intensity and is thus thought to arise from triplet-triplet annihilation.

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“…The formed precipitate was filtered off and dried. The crude product was recrystallized from ethanol to obtain a white crystal (6.52 g, 36.00 mmol, 72% yield): mp 87 °C (lit . 87–88 °C); 1 H NMR (400 MHz, CDCl 3 ) δ 3.82 (s, 3H), 7.38 (dd, J = 8.2, 1.0 Hz, 2H), 7.47 (dd, J = 8.6, 8.2, Hz, 2H), 7.52 (ddd, J = 8.6, 7.8, 1.0 Hz, 2H), 8.02 (d, J = 7.8 Hz, 2H); 13 C{ 1 H} NMR (101 MHz, CDCl 3 ) δ 29.3, 108.8, 119.4, 120.7, 122.1, 128.4, 140.4.…”

Section: Methodsmentioning

confidence: 99%

Copper(II)-Catalyzed Iodinations of Carbazoles: Access to Functionalized Carbazoles

Przypis

Walczak

2019

J. Org. Chem.

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A copper-catalyzed iodination of carbazoles has been developed. Barluenga’s reagent IPy2BF4 is used to generate a soft electrophilic halonium species for the iodination of the carbazoles. This report represents the first concept of copper-catalyst-promoted electrophilic halogenation of carbazoles. We demonstrated numerous applications of this methodology synthesizing diverse carbazole derivatives, i.e., both electron-rich and electron-deficient systems.

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797. The pyrolysis of some complex urethanes

Cited by 10 publications

References 0 publications

Stereochemistry of Diels-Alder Adducts. II. The Alkylation of Some Bicyclic Nitriles

Stereochemistry of Diels-Alder Adducts. II. The Alkylation of Some Bicyclic Nitriles

Spectroscopy and triplet photophysical properties of poly[N-((vinyloxy)carbonyl)carbazole] and its monomeric analog

Copper(II)-Catalyzed Iodinations of Carbazoles: Access to Functionalized Carbazoles

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