N 2 -naphthyl

The separation of enantiomers can be effected either by transforming them into diastereoisomers using a chiral reagent and separating them on conventional phases or by separating the enantiomers on chiral phases. The utilization of chiral phases has not yet become routine, but studies of enantiomeric dipeptides have been carried out (115,116). Pirkle et al. (117) and Hyun et al. (118) separated enantiomeric di- and tripeptides (methyl esters of /V-3-5-dinitrobenzoyl derivatives) on chiral stationary phases (CSPs) derived from (R)-a-arylalkylamines, (S)-N-(2-naphthyl) valine, or (S)-1 -(6,7-dimethyl-1 -naphthyl) isobutylamine. These workers were able to separate four peaks for each dipeptide derivative, corresponding to the two enantiomeric pairs (R,R)/(S,S) and (R,S)/(S,R). Cyclodextrin-bonded stationary phases and chiral stationary immobilized a-chymotrypsin phases were used to separate enantiomeric peptides (118a,b). 

Borsenberger et al. (1996e) measured hole mobilities of a series of donor glasses N,N/-diphenyl-N,N,-(2-naphthyl)-(p-terphenyl)-4,4/,-diamine (NDNTP), N,N -dipheny l-N,N -(2-naphthy l)-( 1,1 -phenyl)-4, -diamine (NDNPD), 9,9-bis 4-[N-(4-tolyl)-N-(2-naphthyl)amino]phenyl fluorene (BTNAF), and 2,5-bis(4-diethylaminophenyl)-l,3,4-oxadiazole (OXD). For OXD, the photocurient transients were dispersive. Nonetheless, transit times could readily be determined from the intersection of the two linear regions of the transients. In all glasses, the field and temperature dependencies were described as lo u /3E 2 and -(T0IT)2. The results are summarized in Table 6. 

Bicyclo 2.2.1 hepten 6-Nitro-5-phenyl- V/lc, 1032 Carbamidsaure N-(2-Naphthyl)- -ethylester E16c, 235 (CO —N3 - NH-COOR)... 

SYNS ACETO PBN AGERITE POWDER ANILINONAPHTHALENE 2-.- NIUNONAPHTHAL-ENE ANTIOXIDANT 116 ANTIOXIDANT PBN N-(2-NAPHTHYL)ANTUNE P-NAPHTHYLPHENYL-AMINE 2-NAPHTHYLPHENYLAMINE NCI-C02915... 

NAPHTHYLAAENE MUSTARD see BIF250 2-NAPHTHYLAMINE MUSTARD see NBE500 N-(2-NAPHTHYL)ANILINE see PFT500 2-NAPHTHYLBIS(2-CHLOROETHYL)AXENE see BIF250... 

S) -N-(2-Naphthyl)alanine (R, S)-N-(2-Naphthyl)alanine (S) -N-(l -Naphthy I)leucine... 

Type I CSPs have also been used with aqueous mobile phases. Pirkle et al. (32) have reported on the resolution of N-(3,5-dinitrobenzoyl) derivatives of M-amino adds and 2-aminophosphonic adds on an (l )-N-(2-naphthyl)-alanine-derived CSP using a mobile phase composed of methanol-aqueous phosphate buffer. The utility of achiral alkyltrimethylammoruum ion-pairing reagents was also investigated. Other examples include the following (1) The recently commercialized ot-Burke 1 CSP resolves the enantiomers of a number of underivatized p-blockers using an ethanol-dichlorornethane-ammonium acetate mobile phase (33) (2) an (R)-l-naphthylethylurea CSP was used to resolve N-(3,5-dinitrobenzoyI)-substituted amino adds and 3,5-dinitrobenzoyl amide derivatives of ibuprofen, naproxen, and fenoprofen with acetonitrile-sodium acetate mobile phases (34). 

Sodium 2-naphthalenesulfonate reacts with piperidine in the presence of sodium amide to give N-(2-naphthyl)piperidine in 71% isolated yield4 (equation 3). By the... 

N-(2-Naphthyl)-2-amino acids have been prepared by the Bucherer... 

Large columns of the N-(3,5-dinitnobenzoyl) amino acid CSPs have been prepared and multigram quantities of racemates have been separated automatically (l 9). Fifty grams of racemic methyl N-(2-naphthyl) alaninate have been resolved per pass on a 6" X 4 column containing 13 kg of chiral packing. 

Four key PA-based compounds discussed in this chapter are shown in Figure 3.8a. Their full names are 4,4, 4"-tris(n-(2-naphthyl)-n-phenyl-amino)-triphenylamine (2TNATA), 4,4, 4"-tris(N-3-methylphenyl-N-phenyl-amino) triphenylamine (MTDATA), N,N -diphenyl-N,N -bis(l-naphthyl) (l,l -biphenyl)-4,4 diamine (NPB), and N,N -diphenyl-N,N -bis(3-methyl-phenyl)(l,l -biphenyl)-4,4 diamine (TPD). These four materials are widely used in the OLED industry or in the research community because they are very stable hole transporters. Generally, PA compounds possess at least an N-atom which is bound to three phenyl rings. The N-atom in a PA compound... 

For example, separation of enantiomers of chiral molecules (amines, alcohols, amino acids) is possible by using a chiral stationary phase obtained from 10-undecenyl esters of N-(2-naphthyl)-a-amino acids (4). Amino groups are of fundamental importance in this practical application of the chiral recognition. 

Huang X, Terech P, Raghavan SR, Weiss RG. Kinetics of 5alpha-cholestan-3beta-yl N-(2-naphthyl) carbamate/n-alkane organogel formation and its influence on the fibrillar networks. J Am Chem Soc. 127(12) (2005) 4336-4344. 

Synonyms N-phenyl-p-naphthylamine i /-phenyl-2-naphthalenamine PBNA phenyl-p-naphthylamine Agerite PBN aceto PBN anilinonaphthalene 2-anilinonaphthalene antioxidant 116 antioxidant PBN N-(2-naphthyl)aniline 2-naphthylphenylamine p-naphthylphenylamine Neozon D neozone Nilox PBNA Nonox D 2-phenylaminonaphthalene phenyl-2-naphthylamine stabilizator AR Neosone D Vulkanox PBN Nonox DN N-(2-naphthyl)-N-phenylamine Stabilizer AR Nocrac D Naftam 2 N-P-naphthyl-N-phenylamine... 

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