66633-23-6Relevant academic research and scientific papers
Highly Electron-Deficient Pyridinium-Nitrones for Rapid and Tunable Inverse-Electron-Demand Strain-Promoted Alkyne-Nitrone Cycloaddition
Gunawardene, Praveen N.,Luo, Wilson,Polgar, Alexander M.,Corrigan, John F.,Workentin, Mark S.
supporting information, p. 5547 - 5551 (2019/08/01)
Highly accelerated inverse-electron-demand strain-promoted alkyne-nitrone cycloaddition (IED SPANC) between a stable cyclooctyne (bicyclo[6.1.0]nonyne (BCN)) and nitrones delocalized into a Cα-pyridinium functionality is reported, with the most
Golden Opportunity: A Clickable Azide-Functionalized [Au25(SR)18]- Nanocluster Platform for Interfacial Surface Modifications
Gunawardene, Praveen N.,Corrigan, John F.,Workentin, Mark S.
supporting information, p. 11781 - 11785 (2019/08/22)
Ultrasmall atomically precise monolayer-protected gold thiolate nanoclusters are an intensely researched nanomaterial framework, but there is a lack of a system that can be directly synthesized and undergo interfacial surface chemistry. We report an [Au25(SCH2CH2-p-C6H4-N3)18]- nanocluster platform with azide moieties appended onto each surface ligand. The structure of this surface reactive cluster has been confirmed by single-crystal X-ray crystallography, mass spectrometry and ultraviolet visible, infrared and nuclear magnetic resonance spectroscopies. We show that all surface azide moieties are amenable to cluster-surface strain-promoted alkyne-azide cycloaddition chemistry with a strained cyclooctyne, opening this as a new platform to allow functional, postassembly surface modifications to this very prominent nanocluster.
STRAINED CYCLOALKENYNES
Meier, Herbert,Hanold, Norbert,Molz, Thomas,Bissinger, Hans Joachim,Kolshorn, Heinz,Zountsas, Johannes
, p. 1711 - 1720 (2007/10/02)
Presently known strained cycloalkynes with one, two or three additional cis- or trans-configurated double bonds are summarized in Table 3.The main topics of the article are the geometrical ring strain, the preparation or in situ generation of these compounds by fragmentation of the corresponding 1,2,3-selendiazoles, and the thermal isomerisation processes performed at room temperature or in flash pyrolysis experiments at 440-640 deg C.
Synthesis of Cyclooctenynes
Petersen, Hermann,Meier, Herbert
, p. 2383 - 2397 (2007/10/02)
The three isomeric cis-cyclooctenynes 2-4 are prepared.The ring strain is enhanced in comparison to cyclooctyne (1) and increases from 1 to 4.The resulting consequences on life time and reactivity of the compounds are discussed.
