Board Thread:Naruto Discussions/@comment-995176-20170126010538/@comment-3965545-20170126160427

Itachi had a love for Izumi, but it wasn't strong and he never intended to act upon it. He did know she loved him and he did know what she desired.. hence the uber tsukuyomi. Itachi most likely resolved to never get into a relationship in order to accomplish the things he wanted to accomplish.