PMCC PMCC

Search tips
Search criteria

Advanced
Results 1-5 (5)
 

Clipboard (0)
None

Select a Filter Below

Journals
Authors
Year of Publication
Document Types
1.  (2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.18,12.02,7]penta­decan-10-ium iodide 
The title chiral quaternary ammonium salt, C13H25N4 +·I−, was synthesized through the Menschutkin reaction between the cage aminal (2S,7S)-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.18,12.02,7]penta­decane and ethyl iodide. The quaternization occurred regioselectively on the nitrogen with major sp3 character. The crystal structure consists of anions and cations separated by normal distances. Ions are not linked through C—H⋯I hydrogen bonds.
doi:10.1107/S1600536812040159
PMCID: PMC3470393  PMID: 23125806
2.  1-Hexyl-1,3,6,8-tetra­aza­tricyclo­[4.3.1.13,8]undecan-1-ium iodide 
In the title compound, C13H27N4 +·I−, the ethyl­ene bridge is distorted from the ideal D 2d symmetry wherein an N—C—C—N planar bridge, around whose C—C bond the C—N and C—H bonds are exactly eclipsed, is disordered over two sites with equal occupancies. In both disorder components, the hexyl chain adopts an ideal all-trans conformation. In the crystal, adjacent ions are connected by C—H⋯I hydrogen bonds, forming ionic pairs that are further linked into chains along [101] via a second C—H⋯I inter­action.
doi:10.1107/S1600536811050781
PMCID: PMC3254358  PMID: 22259454
3.  Synthesis and structural studies of a new class of quaternary ammonium salts, which are derivatives of cage adamanzane type aminal 1, 3, 6, 8-tetraazatricyclo[4.3.1.13,8]undecane (TATU) 
Background
Novel mono N-alkyl quaternary ammonium salts (3a-f) were prepared using the Menschutkin reaction from the cage adamanzane type aminal 1,3,6,8-tetraazatricyclo[4.3.1.13,8]undecane (TATU) and alkyl iodides, such as methyl, ethyl, propyl, butyl, pentyl and hexyl iodide (2a-f), in dry acetonitrile at room temperature.
Results
The structures of these new quaternary ammonium salts were established using various spectral and electrospray ionization mass spectrometry (ESI-MS) analyses. Compound (3b) was also analyzed using X-ray crystallography.
Conclusion
It was noted that alkyl chain length did not significantly affect the reaction because all employed alkyl iodide electrophiles reacted in a similar fashion with the aminal 1 to produce the corresponding mono N-quaternary ammonium salts, which were characterized by spectroscopic and analytical techniques.
doi:10.1186/1752-153X-5-55
PMCID: PMC3189110  PMID: 21933409
4.  1-Heptyl-1,3,6,8-tetraaza­tricyclo­[4.3.1.13,8]undecan-1-ium iodide 
The title compound C14H29N4 +·I− salt, was obtained by the reaction of cage adamanzane-type aminal 1,3,6,8-tetra­aza­tricyclo­[4.3.1.13,8]undecane with heptyl iodide. In the cation, the bond lengths and angles are within normal ranges, except for one N—C(ring) bond distance of 1.542 (3) Å, which is unexpectedly long compared with related compounds. In the crystal, ions are linked through C—H⋯I hydrogen bonds. The crystal studied was a non-merohedral twin with a minor twin domain of 6.56 (5)%.
doi:10.1107/S1600536811036403
PMCID: PMC3201392  PMID: 22064969
5.  4,4′-Dichloro-2,2′-[imidazolidine-1,3-diylbis(methylene)]diphenol 
The imidazolidine ring in the title compound, C17H18Cl2N2O2, adopts a twist conformation. The observed conformation is stabilized by two intra­molecular O—H⋯N hydrogen bonds, with both N atoms acting as hydrogen-bond acceptors. The phenyl substituents are aligned at 70.0 (1) and 76.6 (1)° with respect to the best plane through the five atoms of the imidazolidine ring. Weak inter­molecular C—H⋯O inter­actions stabilize the crystal packing.
doi:10.1107/S1600536811035677
PMCID: PMC3201546  PMID: 22065817

Results 1-5 (5)