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Carbene Formation and Transfer at a Dinickel Active Site.

ABSTRACT: The synthesis and reactivity of a dinickel bridging carbene is described. The previously reported [ i-PrNDI]Ni2(C6H6) complex (NDI = naphthyridine-diimine) reacts with Ph2CN2 to generate a metastable diazoalkane adduct, which eliminates N2 at 60 °C to yield a paramagnetic Ni2(?-CPh2) complex. The Ni2(?-CPh2) complex undergoes carbene transfer to t-BuNC via an initial isonitrile adduct, which, upon heating, releases free t-BuNCCPh2. Based on this sequence of stoichiometric reactions, a catalytic carbene transfer reaction is demonstrated.

SUBMITTER: Maity AK 

PROVIDER: S-EPMC6508670 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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Carbene Formation and Transfer at a Dinickel Active Site.

Maity Arnab K AK   Zeller Mathias M   Uyeda Christopher C  

Organometallics 20180622 15

The synthesis and reactivity of a dinickel bridging carbene is described. The previously reported [ <sup><i>i-</i>Pr</sup>NDI]Ni<sub>2</sub>(C<sub>6</sub>H<sub>6</sub>) complex (NDI = naphthyridine-diimine) reacts with Ph<sub>2</sub>CN<sub>2</sub> to generate a metastable diazoalkane adduct, which eliminates N<sub>2</sub> at 60 °C to yield a paramagnetic Ni<sub>2</sub>(μ-CPh<sub>2</sub>) complex. The Ni<sub>2</sub>(μ-CPh<sub>2</sub>) complex undergoes carbene transfer to <i>t</i>-BuNC via an ini  ...[more]

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