397299-61-5Relevant articles and documents
Clarification of stereochemistry aspects for N-hydroxy-5-norbornene-2,3-dicarboximide derivatives and elucidation of them by experimental and theoretical investigations, including the synthesis of N, N'-bis-(5-exo-norbornene-2,3-dicarboxyimidyl) carbonate
Maftei, Elena,Maftei, Catalin V.,Freytag, Matthias,Franz, M. Heiko,Bannenberg, Thomas,Neda, Ion
, p. 245 - 255 (2018/08/04)
Ambiguities about the stereochemistry of N-hydroxy- 5-norbornene-2, 3-dicarboximide and N, N'-bis-(5- norbornene-2, 3-dicarboxyimidyl) carbonate and confusing naming of N-hydroxy-5-norbornene-2, 3- dicarboximide and its corresponding anhydride by literature and chemical sellers were addressed. This considered the stereochemistry itself as well as the description thereof. The unclear points could be elucidated by scientific deliberations and by practical and theoretical experiments. N, N'-bis-(5-exonorbornene- 2, 3-dicarboxyimidyl) carbonate was synthesised for the first time and for comparison, the exo and endo isomer of N-hydroxy-5-norbornene-2, 3-dicarboximide and N, N'-bis-(5-endo-norbornene-2, 3-dicarboxy-imidyl) carbonate were manufactured. The molecular structures of N-hydroxy-5-endo-norbornene-2, 3-dicarboximide and N, N'-bis-(5-endo-norbornene-2, 3-dicarboxyimidyl) carbonate have been investigated by X ray crystallography. The stereochemistry assignments of corresponding exo-endo isomers pairs were studied by various NMR experiments and the thermodynamical heat of formation were calculated by theoretical methods. The exo-endo isomers pairs can be differed easily by the chemical shifts of special atoms. For the 13C-NMR experiment is this salient atom the methylene bridge carbon and in the case of 1H-NMR experiment this role fulfilled by the protons which defines the exo-endo isomerism. Using theoretical concepts, we could illustrate that the exo carbonate is thermodynamically more stable than its corresponding endo isomer. For the exo and endo isomers of N-hydroxy-5-norbornene-2, 3-dicarboximide and their corresponding anhydrides, the exo isomers were just slightly favoured. These results underlined the experimental facts that the equilibration of them ends in a rate of nearly fifty-fifty.
Aminolysis of 2,3-[Cyclopenten-3',5'-diyl]-endo-N-(2",4"-dinitrophenoxy)succinimide with Morpholine, Piperidine, Pyrrolidine and Cyclohexylamine in Ethyl Acetate
Bhattacharhjee, G.,Singh, A. K.,Gupta, Anshu
, p. 49 - 51 (2007/10/03)
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Synthese aktivierter Carbaminsaeureester
Henklein, P.,Jaehrling, Renate,Hofmann, Kathrin,Niedrich, H.,Ott, T.
, p. 862 (2007/10/02)
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