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. Author manuscript; available in PMC: 2021 Apr 30.
Published in final edited form as: Wiley Interdiscip Rev Comput Mol Sci. 2020 May 16;10(6):e1477. doi: 10.1002/wcms.1477

FIGURE 7.

FIGURE 7

(a) The original “proton sponge,” DMAN. (b) Protonation of the diamine relieves lone pair repulsion, resulting in low-barrier [N…H…N]+ hydrogen bonding