) cross-electrophile coupling of α-chlorobenzyl silanes and germanes with aryl bromides is reported. This protocol makes use of a Hantzsch ester as an organic reductant and furnishes chiral 1,1-diarylmethine silanes and germanes with high enantioselectivity under mild reaction conditions. This work expands the development of enantioconvergent cross-electrophile coupling reactions adjacent to silicon and germanium atoms and provides direct access to valuable chiral benzhydryl silane and germane motifs.