Timeline for Introducing n-propyl group to benzene using cyclopropane
Current License: CC BY-SA 4.0
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| May 19, 2023 at 15:36 | answer | added | Anger Density | timeline score: 3 | |
| Dec 19, 2020 at 10:34 | comment | added | Buttonwood | @Waylander From the SI of the publication you indicate (annotated NMR spectra), accessible without subscription, it looks like cyclopropane always bears an acceptor decoration (1,1-dicarboxylate) and an electron donor (e.g., 2-phenyl group). By the title of the papers citing this work (equally accessible), this donor-acceptor pattern seems to repeat, too. It is not so obvious that it is about cyclopropane itself (boiling at $\pu{-33 ^\circ{}C}$). | |
| Dec 19, 2020 at 10:18 | history | edited | andselisk♦ | CC BY-SA 4.0 |
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| Dec 19, 2020 at 10:12 | history | edited | andselisk♦ | CC BY-SA 4.0 |
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| Dec 19, 2020 at 10:05 | history | edited | Paras Khosla | CC BY-SA 4.0 |
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| Dec 19, 2020 at 9:59 | comment | added | Waylander | This paper uses cyclopropanes to alkylate electron rich benzenes with Lewis acid catalysis but as it is behind a paywall I can only read the abstract. It may discuss the mechanism chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/… | |
| Dec 19, 2020 at 9:31 | comment | added | Buttonwood | Please -- not only for ChemSE, but as a general applicable technique -- not only quote, but reference the source of a quote. Cyclopropane has considerable ring tension (building it once with a molecular kit, I literally broke once one of the bonds ...) but so far I thought alkanes always had to be halogenated, then permitting $\ce{AlCl3}$ to yield an electrophilic reagent. | |
| Dec 19, 2020 at 8:30 | history | asked | Paras Khosla | CC BY-SA 4.0 |