Cycloparaphenylene-Phenalenyl Radical and Its Dimeric Double Nanohoop*.

ABSTRACT: The first example of a neutral spin-delocalized carbon-nanoring radical was achieved by integration of the open-shell phenalenyl unit into cycloparaphenylene (CPP). Spin distribution in this hydrocarbon is localized primarily on the phenalenyl segment and partially on the CPP segment as a consequence of steric and electronic effects. The resulting geometry is reminiscent of a diamond ring, with pseudo-perpendicular arrangement of the radial and the planar π-surface. The phenylene rings attached directly to the phenalenyl unit give rise to a steric effect that governs a highly selective dimerization pathway, yielding a giant double nanohoop. Its π-framework made of 158 sp² -carbon atoms was elucidated by single-crystal X-ray diffraction, which revealed a three-segment CPP-peropyr

SUBMITTER: Yang Y 

PROVIDER: S-EPMC8252656 | biostudies-literature | 2021 Jun

REPOSITORIES: biostudies-literature