Three　kinds　of　the　bipyridine-proline　chiral　ligands　as　highly　active　species　were　successfully　introduced　on　Zn-modified　mesoporous　silica　nanomaterials　(BMMs,　MCM-41,　and　SBA-15)　via　the　covalent　attachment　and　coordination　methods.　Their　microstructural　features　and　physicochemical　properties　were　extensively　characterized　via　XRD　patterns,　SEM/TEM　images,　TGA　profiles,　FT-IR　and　UV-Vis　spectra.　In　particular,　their　fractal　features,　the　pair　distance　distribution　function,　and　the　Porod　plots　were　evaluated　thoroughly　on　the　basis　of　the　SAXS　data.　Meanwhile,　their　catalytic　performances　for　asymmetric　aldol　reactions　between　p-nitrobenzaldehyde　and　cyclohexanone　were　evaluated.　The　results　indicated　that　the　bimodal　mesoporous　BMMs-based　samples　with　short　worm-like　mesoporous　channels　possessed　both　mass　and　surface　fractal　features,　whereas　the　MCM-41-　and　SBA-15-based　samples　with　long-range　ordered　structures　only　showed　surface　fractal　features.　The　influences　of　various　reaction　parameters,　including　the　textures　of　the　mesoporous　silicas,　the　structures　of　the　used　chiral　ligands,　and　the　molecular　volumes　of　aldehydes,　on　the　catalytic　activities　(yield)　and　stereoselectivities　(dr　and　ee)　were　investigated　thoroughly.　The　results　showed　satisfactory　activities　(yields)　and　better　stereoselectivity　(dr　and　ee)　in　comparison　with　the　homogeneous　catalytic　system　using　Z　as　the　catalysts.　In　particular,　the　3(rd)　recycle　catalytic　performances　of　the　Z-immobilized　heterogeneous　catalysts　retained　high　catalytic　yields　(around　80%)　and　ee　values　of　28%.　These　phenomena　were　well　interpreted　by　the　essential　relationships　between　the　fractal　characteristics　of　these　heterogeneous　catalysts　and　their　catalytic　activities.