Here's my unbiased analysis:
Deidara: Yes with extreme difficulty. Deidara's weakness is Raiton and Sharingan, which are both Kakashi's expertise. Kakashi can utilize the Sharingan better than Hebi Sasuke, so he can manage to detect the Doton affinity comprised in the bombs quicker than Sasuke.
Sasori: 100 huppets overkills.
Kakuzu: Saw the fight, and he was struggling a lot and almost died. Kakuzu wins with major difficulty.
Kisame: No comment. Gai had to open 7 gates just to restrain him.
Pain: Chibaku Tensei?
Itachi: Remember what Itachi did to Orochimaru?
Hidan: Kamui FTW
Deidara: Yes with extreme difficulty. Deidara's weakness is Raiton and Sharingan, which are both Kakashi's expertise. Kakashi can utilize the Sharingan better than Hebi Sasuke, so he can manage to detect the Doton affinity comprised in the bombs quicker than Sasuke.
Sasori: 100 huppets overkills.
Kakuzu: Saw the fight, and he was struggling a lot and almost died. Kakuzu wins with major difficulty.
Kisame: No comment. Gai had to open 7 gates just to restrain him.
Pain: Chibaku Tensei?
Itachi: Remember what Itachi did to Orochimaru?
Hidan: Kamui FTW