The dianion [Fe[(μ-SeCH)NH](CN)(CO)] ([]) is of interest for the preparation of the selenide analog of the active site of the [FeFe]-hydrogenases. The obvious route for its synthesis by cyanation of Fe[(μ-SeCH)NH](CO) () fails for reasons that this paper explains and resolves. We show that CN cleaves Se-C bonds in . For example, treatment of Fe[(μ-SeCH)NH](CO) with NEtCN followed by CHI gives substantial amounts of Fe(μ-SeCH)(CO). Authentic [] can be obtained by cyanation of Fe[(μ-SeCH)NH](CO)(pyridine). The Se NMR data for [] and are reevaluated and explained. Attempts to prepare Fe[(μ-SeCH)NH](PPh)(CO) () by MeNO-induced decarbonylation of also suffers from degradation of the organoselenium ligand. Complex was prepared instead by photosubstitution. The protonation of [] and [Fe[(μ-SCH)NH](CN)(CO)] are compared: the selenium compounds are more basic. The structure of [HFe[(μ-SCH)NH](CN)(CO)] was determined crystallographically.
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| http://dx.doi.org/10.1021/acs.organomet.4c00457 | DOI Listing |
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