Abstract
Arylamine moieties oxidized to radical cations are promising spin bearers for organic high-spin compounds.
Highlights
An important factor that prevents the achievement of higher S and J values is that in most systems reported to date, the phenyl rings of the spin couplers and spin bearers are not coplanar and do not behave strictly as alternant hydrocarbons
The complete synthetic pathway can be divided into two parts: the synthesis of intermediate bromides 5a and 5b (Scheme 2) and their further transformation into the title QA and PQA (Scheme 3)
We demonstrated the efficient synthesis of the model compound QA and of the polymer PQA with 6568 | J
Summary
We report here that the use of rigid segments composed of m-phenylene spin couplers linked to arylamine spin bearers in a co-planar way facilitates successive oxidations, enhances spin exchange interactions and doubles the observed spin state (S = 2) in a polymer (PQA) when compared to the chemically equivalent (but locally free rotating) PA2 polymer (S = 1). Such a quintet spin state is observed for the first time for a linear polyarylamine with an m-phenylene coupler. Here are the main results: (i) the synthetic strategy of such semi-rigid compounds could be extended to the polymeric system like PQA, (ii) rather unexpectedly, the electrochemical properties of the semi-rigid QA and PQA compounds were more favourable than those of the flexible analogues, (iii) the magnetic properties of QA and PQA oxidized
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