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Entropy-Driven Hydrogen Bonding: Stereodynamics of a Protonated, N,N-Chiral “Proton Sponge”

✍ Scribed by Paul Hodgson; Guy C. Lloyd-Jones; Martin Murray; Torren M. Peakman; Robert L. Woodward


Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
188 KB
Volume
6
Category
Article
ISSN
0947-6539

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✍ Jonathan P. H. Charmant; Guy C. Lloyd-Jones; Torren M. Peakman; Robert L. Woodwa 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 463 KB 👁 1 views

1,8-Bis(N-benzyl-N-methylamino)naphthalene ( 2) and its hy-the free base 2 is 0.6 (± 0.07) kcal•mol -1 less stable than the dl form (∆H°= -0.64 (±0.03) kcal•mol -1 ; ∆S°= -0.18 (±0.13) drogen iodide salt [2H] + [I] -were synthesised from 1,8-diaminonaphthalene. The thermodynamic diastereomer ratios