N-methyl pyrrolidinium

Schnee, V. R, Baker, G. A., Rank, E., and Ralmer, C. R, Electrokinetic chromatographic characterization of novel pseudo-phases based on N-alkyl-N-methyl-pyrrolidinium ionic liquid type surfactants. Electrophoresis, 2J, 4141-4148,2006. 

Fujimori, T., Fujii, K., Kanzaki, R., Chiba, K., Yamamoto, H., Umebayashi, Y, and Ishiguro, S.-L, Conformational structure of room temperature ionic liquid N-butyl-N-methyl-pyrrolidinium bis(trifluoromethanesulfonyl)imide - Raman spectroscopic study and DPT calculations, /. Mol. Liquids, 131-132,216-224,2007. 

Concomitant to the enhancement of the signal for C-3 in the C NMR spectrum, the signals for H2 and H4 decreased in the H-NMR spectrum of all the tropine moieties compared with those in authentic samples. This indicates the incorporation of deuterium at C2 and C4 derived from C Hj CXX)". As the diminution of the signals for H2 and H4 was not identical at both positions, we suppose a sequential incorporation of labeled acetate (example given in Fig. 15b). From these data we assume that the biosynthesis from N-methyl-pyrrolidinium ion to tropine is a two-step process which does not involve a four carbon unit (acetoacetyl coenzyme A) but two units of acetyl coenzyme A, which were added sequentially as has been suggested for the biosynthesis of cocaine [28, 37]. On the other hand it has been reported that l,2- C2-acetate was incorporated with an equal efficiency at C2 and C4 by non-transformed root cultures of H. albus [36]. Further investigations are required to clarify this matter. 

In addition to traditional organocatalysis, ionic liquids as new catalytic systems have been explored. The first examples used nonimmobilised OTBDPS-L-Ser, protonated arginine or lysine in the presence of ionic liquids based on l-alkyl-3-methyl imidazolium ([bmim], [hmim], [omim]) or JV-butyl-N-methyl pyrrolidinium ([bmpy]) ions. The systems, in addition to giving the aldol adducts with high yields and ee, are efficient for catalyst recovery and reuse. Since 2010 new structures containing a primary amino acid coupled with a 1,2,3-triazolium salt, an acyl group or a polystyrene have been developed. The more effective ones for the aldol reaction depicted Scheme 12.3 (13, 14 and 15, respectively) are represented in Figure 12.3. 

N-Chloromethyl-N-methyl pyrrolidinium bromide (C-MEP) [47, 48, 73] N-Chloromethyl-N-methyl morpholidinium bromide (C-MEM) [48] 2-Bromo-cydohexylpyridinium bromide [53, 60, 63, 74] 2-Chloro-cydohexylpyridinium bromide [53, 60]... 

Kim J-K, Niedzicki L, Scheers J, Shin C-R, Lim D-H, Wieczorek W, Johansson P, Ahn J-H, Mafic A, Jacobsson P (2013) Characterization of N-butyl-N-methyl-pyrrolidinium bis(trifluoromethanesulfonyl)imide-based polymer electrolytes for high safety lithium batteries. J Power Sources 224 93-98. doi 10.1016/j.jpowsour.2012.09.029... 

The reaction probably proceeds thru the ylid generated in the ring, since the methylene ylid, prepared from N-methyl-N-bromomethyl-pyrrolidinium bromide and butyllithium, does not undergo the a p elimi-... 

Specifically, preferred are the ion associates with quaternary cations of the allcyl/heterocyclic structure, such as [n-alkyl-pyridium], [Af-butyl-A/ -methyl-pyrrolidinium], and [R,R -imidazolium] anionic moieties being hexafluorophosphate, PFg , tetrafluoroborate, BF4, and less often bis(trifluoromethylsulfonyl)imide, NTf2, ethylsulfate, Et-O-SOj", or bromide,... 

Figure 2.3 Structures of the N-methyl N-ethyl pyrrolidinium bromide (MEP, Iffi) and N-methyl N-ethyl morpholinium bromide (MEM, right) ionic liquids conventionally used to sequester bromine during the Zn/Br RFB charging process.

Dai et al. further demonstrated the potential application of PAFs in the electrochemical field. By the melting diffusion of sulfur into the framework of JUC-Z2, PAF-S was obtained with sulfur highly dispersed inside JUC-Z2. As a cathode material, the PAF-S composite shovt 1083 mA g reversible capacity and excellent stability in 1.0 M LiPFg-MiPS. In the ion liquid electrolyte N-methyl-N-propyl pyrrolidinium bis-(trifluoromethanesulfonyl)imide (MPPY TFSI), an 830 mA h g reversible capacity is achieved and 83% is retained after 50 cycles (Figure 8.7). The authors pointed out that once sulfur is loaded into the aromatic framework, the poor cycle stability of the sulfur electrode can be partially mitigated because of the confinement effect of the porous framework. Though the electronic conductivity of PAFs is low, this research does demonstrate the potential application of PAFs in batteries. 

ClO,-y NaClO y AgClO Mg(ClO,)2 (CgHg),c ci0r N-Methyl-N-tosyl-pyrrolidinium perchlorate Perchlorates HCIO, ior,Hio ... 

C9H18N2S2, Pyrrolidinium 1-pyrrolidinecarbodithioate, 45B, 226 C9H21NO4S, N-Methyl-N-t-butyl-3-hydroxyazetidinium methanesulphon-ate, 34B, 125... 

CIO4-, NaCl04, AgCl04,Mg(Cl04)2 (0 2)2 0104-N-Methyl-N-tosyl-pyrrolidinium perchlorate Perchlorates HCIO4 10 4-y HIO4 Hal-,Cl-,Br-y / ... 

There are a few reports about the electrodeposition of RE metals from the TFSA-based IL bath, e.g.. La [12] in 1-octyl-1-methyl-pyrrolidinium bis(trifluoromethyl-sulfonyl)amide, [OMP][TFSA] Eu [13] in NJVJV-trimethyl- -butylammonium bis (trifluoromethyl-sulfonyl)amide, [Nin4][TFSA] and Dy[14] in dimethylformamide/ dimethylpyrrolidinium trifluoromethanesulfonate (DMF/DMPT). Recently, we demonstrated the electrodeposition of Nd [15-19] and Dy [20,21] from the TFSA-based IL bath, e.g.,triethyl-pentyl-phosphonium bis(trifluoromethyl-sulfonyl)amide, [P2225] [TFSA] 2-hydroxyethyl-trimethyl-ammonium bis(trifluoromethyl-sulfonyl)amide, [Niii2oh][TFSA] and AlJV-diethyl-N-methyl-lV-(2-methoxyethyl)ammonium bis (trifluoromethyl-sulfonyl)amide, [DEME][TFSA]. It is very important to electrodeposit Nd and Dy as a metallic state by elevating the bath temperature in order to decrease the overpotential of the electrodeposited metals. This elevation of the bath temperature is related to the important factors, e.g., the high solubility of RE amide... 

Benzyldimethyl-(3-isobutoxy-2-hydroxy propyl)-N+Br [60] N-Methyl-N-ethyl pyrrolidinium bromide (MEP) [3,14, 47-49, 63-72] N-Methyl-N-ethyl morpholinium bromide (MEM) [3, 14, 47-49, 53, 56, 63-73]... 

Hayamizu K, Tsuzuki S, Seki S, Fujii K, Suenaga M, Umebayashi Y (2010) Studies on the translational and rotational motions of ionic liquids composed of N-methyl-N-propyl-pyrrolidinium (PI3) cation and bis(trifluoromethanesulfonyl)amide and bis(fluorosulfonyl) amide anions and their binary systems including lithium salts. J Chem Phys 133 194505/1-13... 

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