16000-56-9Relevant academic research and scientific papers
Synthesis of 2-Aminotropone Oximes and 2-Alkoxytropone Imines
Nozoe, Tetsuo,Lin, Lung Ching,Hsu, Chih-Hsien,Tsay, Shwu-Chen,Hakimelahi, Gholam H.,Hwu, Jih Ru
, p. 362 - 363 (1997)
A synthetic route was developed for preparation of 2-aminotropone oximes 10-14, a new class of compounds, from tropolone 2; 2-methoxytropone imines 7-9 and tropylium salts 17 were generated as the key intermediates.
Troponate/Aminotroponate Ruthenium-Arene Complexes: Synthesis, Structure, and Ligand-Tuned Mechanistic Pathway for Direct C-H Bond Arylation with Aryl Chlorides in Water
Dwivedi, Ambikesh D.,Binnani, Chinky,Tyagi, Deepika,Rawat, Kuber S.,Li, Pei-Zhou,Zhao, Yanli,Mobin, Shaikh M.,Pathak, Biswarup,Singh, Sanjay K.
, p. 6739 - 6749 (2016)
A series of water-soluble troponate/aminotroponate ruthenium(II)-arene complexes were synthesized, where O,O and N,O chelating troponate/aminotroponate ligands stabilized the piano-stool mononuclear ruthenium-arene complexes. Structural identities for two of the representating complexes were also established by single-crystal X-ray diffraction studies. These newly synthesized troponate/aminotroponate ruthenium-arene complexes enable efficient C-H bond arylation of arylpyridine in water. The unique structure-activity relationship in these complexes is the key to achieve efficient direct C-H bond arylation of arylpyridine. Moreover, the steric bulkiness of the carboxylate additives systematically directs the selectivity toward mono- versus diarylation of arylpyridines. Detailed mechanistic studies were performed using mass-spectral studies including identification of several key cyclometalated intermediates. These studies provided strong support for an initial cycloruthenation driven by carbonate-assisted deprotonation of 2-phenylpyridine, where the relative strength of η6-arene and the troponate/aminotroponate ligand drives the formation of cyclometalated 2-phenylpyridine Ru-arene species, [(η6-arene)Ru(κ2-C,N-phenylpyridine) (OH2)]+ by elimination of troponate/aminotroponate ligands and retaining η6-arene, while cyclometalated 2-phenylpyridine Ru-troponate/aminotroponate species [(κ 2-troponate/aminotroponate)Ru(κ2-C,N-phenylpyridine)(OH2)2] was generated by decoordination of η6-arene ring during initial C-H bond activation of 2-phenylpyridine. Along with the experimental mass-spectral evidence, density functional theory calculation also supports the formation of such species for these complexes. Subsequently, these cycloruthenated products activate aryl chloride by facile oxidative addition to generate C-H arylated products.
Intramolecular hydroamination with homogeneous zinc catalysts: Evaluation of substituent effects in N,N′-disubstituted aminotroponiminate zinc complexes
Dochnahl, Maximilian,Loehnwitz, Karolin,Pissarek, Jens-Wolfgang,Biyikal, Mustafa,Schulz, Sabrina R.,Schoen, Sebastian,Meyer, Nils,Roesky, Peter W.,Blechert, Siegfried
, p. 6654 - 6666 (2007)
A series of symmetrical and unsymmetrical N,N′-disubstituted aminotroponimines (ATIHs) have been prepared. Substituents ranging from linear to cyclic alkyl groups, chelating ethers, and aryl groups were employed. The corresponding aminotroponiminate zinc
A new homogeneous zinc complex with increased reactivity for the intramolecular hydroamination of alkenes
Dochnahl, Maximilian,Pissarek, Jens-Wolfgang,Blechert, Siegfried,Loehnwitz, Karolin,Roesky, Peter W.
, p. 3405 - 3407 (2007/10/03)
The new zinc compound N-cyclohexyl-2-(cyclohexylamino)troponiminate zinc methyl, [(Cy)2ATI]ZnMe (2), was synthesized and showed a superior reactivity in the intramolecular hydroamination reaction of non-activated alkenes compared to previously
