Reversible Cleavage of Carbon− Carbon Bonds in Benzonitrile Using Nickel (0)
… Of these, the last bond remains a challenge in substrates that do not contain ring strain or
proximity effects to bring about the bond cleavage. We report here an example of C−CN
bond cleavage that is both efficient and reversible. The nickel dimer [(dippe)NiH] 2 has
been reported to be capable of cleaving the C−S bond in a variety of thiophenes 2 and the C−C
bond in biphenylene. The hydrido dimer serves as a source of the …
proximity effects to bring about the bond cleavage. We report here an example of C−CN
bond cleavage that is both efficient and reversible. The nickel dimer [(dippe)NiH] 2 has
been reported to be capable of cleaving the C−S bond in a variety of thiophenes 2 and the C−C
bond in biphenylene. The hydrido dimer serves as a source of the …
The nickel(0) fragment [(dippe)Ni] has been found to π-coordinate to the CN bond of benzonitrile and undergo reversible insertion into the Ph−CN bond.
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