fields of synthetic organic chemistry and organometallic chemistry. Despite this, it
has not been used in the fields of polymer chemistry and materials chemistry, as well.
In this chapter, the author has focused on the planar chirality of [2.2]
paracyclophane. Optical resolution of disubstituted and tetrasubstituted [2.2]
paracyclophane and their use as chiral building blocks for the syntheses of optically
active π-stacked compounds are described. Application of molecules containing
planar chiral [2.2]paracyclophane in materials emitting circularly polarized luminescence (CPL) is also shown.
3.2 Optical Resolution of [2.2]Paracyclophane Compounds
Optical resolutions of mono-substituted [2.2]paracyclophanes are well established,
and various enantiopure ortho-, pseudo-geminal-, and syn-latero-disubstituted [2.2]
paracyclophanes have been synthesized [17–22].
Several methods for the optical resolution of pseudo-ortho-disubstituted [2.2]
paracyclophanes have been reported [23–32]. Optical resolution of rac-pseudoortho-bis(diarylphosphino)[2.2]paracyclophane
(rac-[2.2]PHANEPHOS)
by
Fig. 3.1 Structure of [2.2]paracyclophane and its planar chirality
32
Y. Morisaki
has not been used in the fields of polymer chemistry and materials chemistry, as well.
In this chapter, the author has focused on the planar chirality of [2.2]
paracyclophane. Optical resolution of disubstituted and tetrasubstituted [2.2]
paracyclophane and their use as chiral building blocks for the syntheses of optically
active π-stacked compounds are described. Application of molecules containing
planar chiral [2.2]paracyclophane in materials emitting circularly polarized luminescence (CPL) is also shown.
3.2 Optical Resolution of [2.2]Paracyclophane Compounds
Optical resolutions of mono-substituted [2.2]paracyclophanes are well established,
and various enantiopure ortho-, pseudo-geminal-, and syn-latero-disubstituted [2.2]
paracyclophanes have been synthesized [17–22].
Several methods for the optical resolution of pseudo-ortho-disubstituted [2.2]
paracyclophanes have been reported [23–32]. Optical resolution of rac-pseudoortho-bis(diarylphosphino)[2.2]paracyclophane
(rac-[2.2]PHANEPHOS)
by
Fig. 3.1 Structure of [2.2]paracyclophane and its planar chirality
32
Y. Morisaki