128 years after the erroneously assumed synthesis of sodium cyaphide, Na(CP), and 51 years after the definitive proof of the existence of HCP, the chemistry of the cyaphide anion has finally gained momentum. This review summarizes the chemistry of the cyaphide anion, (C≡P)−, from its beginnings to the state-of-the art.
Abstract
We review the known chemistry of the cyaphide ion, (C≡P)−. This remarkable diatomic anion has been the subject of study since the late nineteenth century, however its isolation and characterization eluded chemists for almost a hundred years. In this mini-review, we explore the pioneering synthetic experiments that first allowed for its isolation, as well as more recent developments demonstrating that cyaphide transfer is viable in well-established salt-metathesis protocols. The physical properties of the cyaphide ion are also explored in depth, allowing us to compare and contrast the chemistry of this ion with that of its lighter congener cyanide (an archetypal strong field ligand and important organic functional group). Recent studies show that the cyaphide ion has the potential to be used as a versatile chemical regent for the synthesis of novel molecules and materials, hinting at many interesting future avenues of investigation.


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