Multi‐Talented Bismuthinidenes: Double C(sp3)─I Bond Activation Using Single or Two Bi Centers.

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Abstract
The reaction of [2,6‐(DippN = CH)2C6H3]Bi (1Dipp, Dipp = 2,6‐iPrC6H3) with CH2I2 proceeded via double C─I bond activation yielding [2,6‐(DippN = CH)2C6H3]Bi(μ‐(Bi,N)─CH2)I2 (3). By contrast, the reaction of 1Dipp with 1,2‐diiodoethane provided [2,6‐(DippN═CH)2C6H3]BiI2 (1DippI2) and ethene. The tert‐butyl analogue [2,6‐(tBuN═CH)2C6H3]Bi (1tBu) reacted with CH2ClX to give [2,6‐(tBuN═CH)2C6H3]Bi(CH2Cl)X (X═I (4) or Cl (5)). Further, its reactivity with CH2I2 was sensitive towards the stoichiometry since using a 1:1 ratio gave a mixture of dinuclear complex {[2,6‐(tBuN═CH)2C6H3]Bi(I)}2(μ‐(Bi,Bi)─CH2) (6) and [2,6‐(tBuN═CH)2C6H3]Bi(CH2I)I (7). The reaction could be shifted in favor of 7 using an excess of CH2I2, but with 0.45 eq. of CH2I2 compound 6, as a product of double C─I bond activation mediated by two Bi atoms was isolated as the main product.
Funding Information
  • Grantová Agentura České Republiky (21–02964S)

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