Enumeration of Three-Dimensional Structures Derived from a Dodecahedrane Skeleton under a Restriction Condition. II. The Restricted-Partial-Cycle-Index (RPCI) Method Based on Restricted Subduced Cycle Indices

Abstract

The restricted-partial-cycle-index (RPCI) method for combinatorial enumeration under the restriction of no adjacency of ligands has been developed as a restricted version of the partial-cycle-index (PCI) method of the unit-subduced-cycle-index (USCI) approach (S. Fujita, "Symmetry and Combinatorial Enumeration in Chemistry," Springer-Verlag (1991)). To take account of the restriction condition, (unrestricted) subduced cycle indices with chirality fittingness (SCI-CFs) of the USCI approach are converted into restricted subduced cycle indices with chirality fittingness (RSCI-CFs). Then, restricted partial cycle indices with chirality fittingness (RPCI-CFs) are derived from the RSCI-CFs, just as partial cycle indices with chirality fittingness (PCI-CFs) are derived from the SCI-CFs in the USCI approach. The resulting RPCI-CFs provide generating functions for restricted enumerations. The RPCI method using such RPCI-CFs is applied to enumeration of dodecahedrane derivatives under the restriction of no adjacency of ligands. Several enumerated derivatives are depicted and their symmetries are discussed to comprehend stereochemical properties such as pseudoasymmetry, sphericity, and prochirality.