Im not sure why what this has to do with anything because the title says has sasuke surpassed itachi.
Seems like either i dont get the point of the thread or this is a vs thread in disguise. Just to have a bit of fun I hope you know that sasuke has always had better stamina than itachi, funny enough he run out of chakra before itachi. One kept susano active, the other's chakra was so low that the reserves that was needed to suppress orochimaru wasnt enough and in the end that snake showed his face. That is when sasuke run out of chakra, when orochimaru appeared, itachi however still had enough for susano. The person with a higher stamina got outlasted, due to chakra control which is derived from skill. Sasuke can control amaterasu, but what is the use when your opponent can extinguish it
Instead of people saying, sasuke broke tsukuyomi, or he has a greater stamina perhaps in order to look into it we should look at them individually rather than trying to turn this into a vs thread. When we look at their ms abilities/uchiha based techniques the gap between the two is wide, with sasuke only having amaterasu over itachi.
To surpass; "To be superior to in achievement or excellence" OR "To be or go beyond, as in degree or quality; exceed".
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Has sasuke surpassed Itachi, the answer is NO!!!