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Ctrl-/ sends 0x1f which is equivalent of Ctrl-_ since the days of VT102. There are many VT100 emulators but they are actually VT102 emulators. iTerm2 works because it's following this behavior. Only emulators that strictly conform to VT100 specification can't send Ctrl-/. I believe the Terminal app is one of them. VT100 masks 2 most significant bits of 7 ...

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