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We report a highly contorted phosphaquinoid by substituting one of the exocyclic C[double bond, length as m-dash]C bonds of an anthraquinodimethane unit with a phosphaalkene unit (–C[double bond, length as m-dash]P-Mes*, Mes* = 2,4,6-tri-tbutylbenzene) and end-capping the opposite terminus with ‘[double bond, length as m-dash]C(Fc)Ph’. Both isomers (E,Z) exhibit butterfly-like distortion of the anthracene core and demonstrate remarkable stability towards air and moisture.

Graphical abstract: Contorting the hetero phosphaquinoid: synthesis and electronic insights into a non-planar, ferrocenyl phosphaquinoid

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