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• W2332594748 abstract "Extended hydrogen-bonding networks as a mechanism for creating superbases is explored through six different amine scaffolds: linear acenes, cyclohexane, decalin, triptycene, adamantane, and [2.2]paracyclophane. The gas-phase proton affinities of 21 different potential superbases were computed at the ωB97X-D/6-311+G(2d,p) level. This method was benchmarked against the experimental proton affinities of 44 nitrogen bases. Extended hydrogen-bonding networks, including second- and third-layer hydrogen bonding, led to bases with proton affinities 20 kcal mol–1 greater than that of bis(dimethylamino)naphthalene. The strongest bases are the decalin base 25 and the adamantane base 31." @default.
• W2332594748 created "2016-06-24" @default.
• W2332594748 creator A5023324514 @default.
• W2332594748 date "2013-10-16" @default.
• W2332594748 modified "2023-10-16" @default.
• W2332594748 title "Amine Superbases Stabilized by Extended Hydrogen Bond Networks" @default.
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• W2332594748 doi "https://doi.org/10.1021/jo4018974" @default.
• W2332594748 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/24093442" @default.
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