Showing papers by "Curt Wentrup published in 1971"
TL;DR: In the gas phase, 2-Quinolylnitrene (II) rearranges to 1-isoquinoxalylnitrene (XVI) and 4-quinazoline (XIV) to give identical products, 1-cyanobenzimidazole (XVIII) and N-cyano-anthranilonitrile (XX), formed by ring contraction and ring opening as mentioned in this paper.
27 citations
TL;DR: Pentamethylenetetrazole (VIII) on gas-phase pyrolysis eliminates nitrogen and gives 4-pentenyl-cyanamide (IX), the latter undergoes ring closure to 1-cyano-2-methylpyrrolidine (X).
23 citations
TL;DR: In this article, the mechanism of the ring contraction is discussed in terms of a Wolff rearrangement of the 1,3-biradicals formed initially, and the CN group in the products is shown to undergo sigmatropic shifts at elevated temperatures.
16 citations
TL;DR: Gas phase pyrolysis of tetrazolo[1,5-a]pyrimidines leads via ring contraction to 1-cyanopyra zoles, then at higher energy to N2loss and formation of unsaturated nitriles as mentioned in this paper.
15 citations
TL;DR: The product of photolysis of di-p-tolyamine in petroleum ether is 3,6-dimethyl carbazole as discussed by the authors, which is also the primary product of gas-phase thermolysis of tetra-ptolylhydrazine at 850-1000°/0.01-0.05 Torr.
Abstract: The product of photolysis of di-p-tolyamine in petroleum ether is 3,6-dimethylcarbazole. The primary product of gas-phase thermolysis of di-p-tolylamine at 850–1000°/0.01–0.05 Torr is also 3,6-dimethylcarbazole. In the higher temperature range monomethylcarbazole and carbazole are also formed. Thermolysis of tetra-p-tolylhydrazine at 800–1000° gives only di-p-tolylamine, the latter decomposing further in the higher temperature range. It is concluded that carbazole formation involves in both cases an electrocyclization of the ortho-positions, and not a rearrangement, and that diphenylaminyl is not an intermediate.
11 citations
TL;DR: In this paper, a gas-phase pyrolysis of phenylsulphinylamine (I) gives the same types of products as inferred from mass spectral fragmentation; 1-cyanocyclopentadiene (III), aniline, benzonitrile, thiophene, 2- and 3-cyanthiophene and a compound to which is assigned the structure 2-cyanonothiacyclohexa-2,4-diene (XII).
8 citations
TL;DR: In this paper, gas-phase pyrolysis of N-sulfinylaniline at 650-980°C produces SO (3Σ−), identified by its rotational line, J, K = 2,1 1.0 in the microwave spectrum, increasing in intensity with the temperature.
Abstract: Gas-phase pyrolysis of N-sulfinylaniline at 650–980°C produces SO (3Σ−), identified by its rotational line, J, K = 2,1 1,0 in the microwave spectrum, increasing in intensity with the temperature. SO2 was observed with a parallel absorption intensity in the same temperature interval; its partial pressure was determined as ca. 8% at 980°. The results confirm the dissociation of N-sulfinylaniline into phenylnitrene and sulfur monoxide.
5 citations