Hydrogen bonding. Part 86: DFT molecular orbital study of the first hydration shell of N,N,N-trimethyl-1-adamantylammonium ion

✍ Scribed by Kenneth M. Harmon; Lydia S. Nowos

• Book ID: 103838206
• Publisher: Elsevier Science
• Year: 2008
• Tongue: English
• Weight: 336 KB
• Volume: 888
• Category: Article
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2007.12.042

✦ Synopsis

Consecutive addition of H 2 O to the N,N,N-trimethyl-1-adamantylammonium ion (3MAA + ) follows an orderly pattern. The first H 2 O binds to the triangular face formed by the three methyl groups. Subsequently three sets of three H 2 O bind sequentially to form, in order, (H 2 O) 3 , (H 2 O) 6 , and (H 2 O) 9 subgroups with C 3 symmetry about the z-axis of the ion. The result is a closed C 3 (H 2 O) 9 ring about the ion in the region adjacent to the a-CH 3 and b-CH 2 carbons, to give a first shell stoichiometry of 3MAA + Á10H 2 O. These 10H 2 O are bound to the ion by a combination of CHO hydrogen bonds and ion-dipole forces. The eleventh H 2 O accepts a hydrogen bond from a ring H 2 O but is otherwise unconnected to the ion, and is assumed to represent the first member of a larger solvent shell.