Connecting new uploaded books with Wikidata: again this is very related to the above. As a first preparatory step, one GsoC of this year worked on using templates (like "commons:Template:Book") directly with the UploadWizard. It generates the form according to a template, which in turn could create both a Wikidata item and a Wikisource page when the uploaded file is a book. However this has been stalled due to this RFC on Commons:
https://commons.wikimedia.org/wiki/Commons:Requests_for_comment/How_Commons_should_deal_with_TemplateData