Journal
ORGANIC LETTERS
Volume 21, Issue 13, Pages 5162-5166Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01756
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Funding
- Swiss National Foundation [200021_156097, 205321_173018, IZLJZ2_183660]
- ETH Research Grant [ETH-21 15-2, ETH-25 11-1]
- Generalitat de Catalunya [2015-FI-B-00165, 2017 SGR-1707]
- Spanish MINECO [IJCI-2017-33411]
- European Research Council Horizon 2020 research and innovation programme [ERC-2015-StG-679001]
- Swiss National Science Foundation (SNF) [205321_173018, IZLJZ2_183660, 200021_156097] Funding Source: Swiss National Science Foundation (SNF)
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Three Prato monoadduct isomers were synthesized and structurally characterized by H-1, C-13 NMR spectra and single-crystal X-ray diffraction, and one adduct on the dd-[5,6]-bond was found as the first example of a Prato [5,6]-adduct of C-70. To investigate the mechanism in the generation of this dd-[5,6]-adduct, computational studies were employed to show that it was thermodynamically obtained by sigmatropic rearrangement from the presumed initial kinetic product de-[6,6]-adduct.
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