Pressure-induced neutral-ionic (N-I) transition was observed in new charge transfer complexes of TTF and tetrahalo-p-benzoquinones, i. e., a 1:1 complex and three 2:1 complexes. The transition in the 2:1 complexes was different from that in (TTF)(2)IA previously reported, where IA is p-iodanil. Two acceptor sites of different ionicities were observed in the former above the transition pressure (2.0 GPa), although (TTF)(2)IA showed only one acceptor site. Two C-S stretching IR peaks corresponding to different ionicities of TTF sites appeared in the ionic phase. The appearance shows asymmetric charge distribution over the two TTF moieties of the trimer unit, TTF-quinone-TTF. These results suggest that a couple of trimers behave cooperatively in the N-I transition.