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- W2055596592 abstract "A new class of 1,3-disubstituted-triazenes were synthesized by coupling functionalized benzimidazol-2-ylidenes, as their free N-heterocyclic carbenes or generated in situ from their respective benzimidazolium precursors, to various aryl azides in modest to excellent isolated yields (36-99%). Electron delocalization between the two coupled components was studied using UV-vis spectroscopy, NMR spectroscopy, and X-ray crystallography. Depending on the complementarity of the functional groups on the N-heterocyclic carbenes and the organic azides, the respective triazenes were found to exhibit lambda(max) values ranging between 364 and 450 nm. X-ray crystallography revealed bond alteration patterns in a series of triazenes characteristic of donor-acceptor compounds. Triazene thermal stabilities were studied using thermogravimetric analysis and found to be strongly dependent on the sterics of the benzimidazol-2-ylidene component and the electronics of the azide component. Triazenes possessing bulky N-substituents (e.g., neo-pentyl, tert-butyl, etc.) were stable in the solid-state to temperatures exceeding 150 degrees C, whereas analogues with small N-substituents (e.g., methyl) were found to slowly decompose at room temperature. Triazenes featuring electron-rich phenyl azide components decomposed at higher temperatures than their electron-deficient analogues. Products of the thermally induced triazene decomposition reaction were identified as molecular nitrogen and the respective guanidine. Using an isotopically labeled triazene, the mechanism of the decomposition reaction was found to be analogous to the Staudinger reaction." @default.
- W2055596592 created "2016-06-24" @default.
- W2055596592 creator A5078166911 @default.
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- W2055596592 date "2007-07-03" @default.
- W2055596592 modified "2023-10-16" @default.
- W2055596592 title "Donor−Acceptor Triazenes: Synthesis, Characterization, and Study of Their Electronic and Thermal Properties" @default.
- W2055596592 cites W1902936547 @default.
- W2055596592 cites W1968652549 @default.
- W2055596592 cites W1971539541 @default.
- W2055596592 cites W1973412930 @default.
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- W2055596592 cites W1975478493 @default.
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- W2055596592 cites W2026372047 @default.
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- W2055596592 cites W2032396389 @default.
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- W2055596592 cites W2046286719 @default.
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- W2055596592 doi "https://doi.org/10.1021/jo070789x" @default.
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