Cyclohexane-1,2-diamine backbones

Fig. 6 A chiral bis(imidazolium) salt with a cyclohexane-1,2-diamine backbone...

In 2001, Tomioka et al. investigated several seven-membered cycloalkanones 364 and 365 bearing 1,2-diphenylethane-1,2-diamine and cyclohexane-l,2-diamine backbones [249,250], However, only 30% ee could be achieved for the epoxidation of irans-stilbene with ketone 364b, while the tricychc ketone 366 and bicyclic ketone 367 gave 64% ee and 57% ee, repectively [251]. 

The second method is based on the formation of carbanions on the carrier and there are three reaction steps. The initial step is the reaction of 5-butyllithium with cis-1,4-polybutadiene in dry cyclohexane. The presence of tetramethylene diamine (TMDA) favors the formation of carbanions in allyl positions of the polymer matrix. The second step is the exchange between Ti(OBu)4 and the polymer lithiated compound with the formation of Ti—C bonds in the polymer backbone. Ti(IV) atoms bound to the polymer are reduced to Ti(III). Acetylene is then polymerized to produce a dark blue copolymer with a conductivity of 1.4 x 10 S/cm on doping by Ij. 

Arylyl Amines. These amines have cycloaliphatic or aromatic backbones, but the amine fimctional groups are separated from the backbone by methylene groups (benzylic amines). Consequently, arylyl amines are much more reactive toward epoxies than aromatic amines while having improved thermal and chemical resistance over aliphatic amines. Fast cures at ambient and sub-ambient are possible with arylyl amines. These amines are more widely used in Japan and Europe than in North America. Meta-Xylylene diamine (MXDA) and its hydrogenated product, l,3-bis(aminomethyl cyclohexane) (1,3-BAC) are popular arylyl amines. 

---