Further enhancement of the clickability of doubly sterically-hindered aryl azides by para-amino substitution
Autor: | Takeshi Matsushita, Yuki Hazama, Suguru Yoshida, Takamitsu Hosoya, Junko Tanaka, Yoshitake Nishiyama |
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Rok vydání: | 2018 |
Předmět: |
Steric effects
010405 organic chemistry Chemistry Aryl Metals and Alloys General Chemistry 010402 general chemistry Resonance (chemistry) 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Para position chemistry.chemical_compound Materials Chemistry Ceramics and Composites Reactivity (chemistry) |
Zdroj: | Chemical communications (Cambridge, England). 54(96) |
ISSN: | 1364-548X |
Popis: | Introduction of an amino group at the para position of doubly sterically-hindered aryl azides significantly enhances the reactivity with cyclooctynes. The distortability of the azido group is synergistically enhanced by the para-electron-donating group and two bulky ortho substituents, which increases the HOMO energy level and provoke the steric inhibition of resonance, respectively. |
Databáze: | OpenAIRE |
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