Diastereoisomers chromatographic behavior

Palamareva et al. [21] studied the chromatographic behavior of diastereomeric tetrahydroisoquinolines and isochromans (cyclic diastereoisomers of the type II). 

FIGURE 8.10 Chromatographic behavior of some diastereoisomers of menthols on silica gel. Mobile phases (v/v) 1, benzene 2, benzene-methanol (95 + 5) 3, benzene-methanol (75 + 25) 4, methanol. (Data from Petrowitz, H.-J., Angew. Chem., 23, 921,1960.)... 

General Correlations on the Chromatographic Behavior of Menthol and Thujol Diastereoisomers with Hydroxyl Group in Axial or Equatorial Position... 

Chromatographic Behavior of Some Diastereoisomers on )3-Cyclodextrin-Bonded Phase Piates... 

Resolution of chiral a3-benzophosphole 71a (Scheme 4.21) was achieved by column chromatographic separation of the diastereoisomers obtained following its coordination to the chiral cyclometalated palladium(II) complex 72 [53]. This method nicely illustrates the advantages of having a P center present, which is able to coordinate to transition metals. The corresponding P-chiral dibenzophos-phole oxide 71b (Scheme 4.19) shows liquid crystalline behavior. Notably, the presence of a stereogenic P center is sufficient to generate a chiral cholesteric phase [53]. 

This group studied the behavior of different diastereomeric compounds of type RO2C—CH(Br)CHC02R on alumina [27] and silica [29] and the chromatographic separation of esters ofZ- andii-2,3-diphenylpropenoic acids [28]. Based on Snyder theory [31-36] they used 20 computer-selected mobile phases. Palamareva and Kozekov [28] reported the measurement of the TLC retention of approximately 300 diastereoisomers on silica and alumina. 

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