1. The interaction of r(+)- or s(-)-2,2'-diamino-1,1'-binaphthalene with a pd/silica catalyst in tetrahydrofuran.
G E Robinson, G Webb, N C Young, S D Jackson. Enantiomer. 2000 Dec; 5(6): 567-70. PMID: 11342292.
The interaction of 2,2'-diamino-1,1'-binaphthalene over a Pd/silica catalyst and its interaction with hydrogen in the system and with the solvent tetrahydrofuran, (THF) has been investigated. Three interactions have been identified, i) conversion of amine groups to hydroxy groups, ii) hydrogenation of one or more of the aromatic rings, and iii) reaction between the amine group(s) and the THF solvent.
2. A chiral stationary phase coated by surface molecularly imprinted polymer for separating 1,1'-binaphthalene-2,2'-diamine enantiomer by high performance liquid chromatography.
Hongxing Dong, Xiaoguang Yang, Meixia Zheng, Chunhong Zhang, Lijia Liu, Junqing Li, Yiling Ou. J Chromatogr A. 2015 Jan 9; 1376: 172-6. DOI: 10.1016/j.chroma.2014.12.009. PMID: 25529266.
This report describes novel pathway for the development of a new type of CSP. A chiral stationary phase (CSP) prepared by coating a molecularly imprinted polymer (MIP) on the surface of silica gel (SMIP-CSP) showed a high separation factor (3.39) in separating racemic 1,1'-binaphthalene-2,2'-diamine (DABN) by high performance liquid chromatography (HPLC). Being the crosslinking agent, ethylene glycol dimethacrylate (EGDMA) was copolymerized with the monomer, methacrylic acid (MAA), in the presence of (R)-DABN as the template molecules on the surface of the silica gel particles to produce the SMIP-CSPs. The effects of the pretreatment temperature, the (R)-DABN content and the type of silica gel and monomer in the SMIP-CSPs on the separation of the racemic DABN were systematically investigated.
