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There is no doubt that organic matter plays an important role in shale gas accumulation and storage. Thus, successful evaluation and production strategies of organic-rich shale deposits require an understanding of the range of factors that contribute to the accumulation and preservation of organic matter in these deposits. This paper reports results of a multi-faceted study of two Ordovician-Silurian transition sections of the Upper Yangtze Platform of South China. Organic and inorganic geochemical data are used to reconstruct paleoenvironmental changes across this critical interval of Earth history and to identify those factors that were most important to organic matter accumulation. Deposition of organic-rich shale of the Katian lower Wufeng Formation was favored by rising sea level and diminished clastic sediment content. Black shale of the upper Wufeng preceded Hirnantian glaciation whereas the overlying lower Longmaxi Formation accumulated in association with a post-glacial rise of sea level as well as the peak of Caledonian tectonism. The carbonaceous deposits appear to reflect the combined effects of elevated primary productivity as suggested by Si/Al and Ti/Al ratios, especially in the upper Wufeng, and consequent depletion of water column oxygen (preservation). Consideration of the relationships of redox-sensitive trace element concentrations and total organic carbon content suggest that bottom water conditions fluctuated between anoxic and euxinic during this period, perhaps related to rapid oscillations of sea level. Moreover, the basin appears to have remained connected with the global ocean in spite of Caledonian uplift of bordering areas. Thus, black shale sedimentation on the Upper Yangtze Platform at the Ordovician-Silurian boundary reflects the interplay of climate change and tectonism and their influences on sea level, clastic sediment content, and paleo-productivity.