We tried different linkages of radical sites by nearly orthogonal alignment
, connection through nodal planes of frontier orbitals, phenylene bridging
of pi-radical ions, and intermolecular aggregation of radical ions. Thereby
we found a new principle for high spin ground states of directly bridged p
i-radical sites, when they are connected to centers of opposite sign of spi
n density. Newly synthesized ortho-phenylene bridged bisphenothiazines and
-phenoxazines and their oxidations are described and extended fuchsons for
intermolecular aggregation.