Pentavalent nitrogen in organic compounds by Bancroft W.D., Barnett C.E.

By Bancroft W.D., Barnett C.E.

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NiLn or PdLn R [10, 102] X H H ArI 2 cat. PdLn, ZnCl2 R H [12] Ar X R H R1 H cat. PdLn R H ZrCp2Cl [11, 102] H H H R1 H X R2 R1 R3 ZrCp2Cl cat. PdLn, ZnCl2 [103] R3 Ar R2 R1 R3 [12] X R1 cat. PdLn, ZnCl2 R H cat. 23. Pd- or Ni-catalyzed cross-coupling reactions of alkenylzirconium derivatives by Zr-to-Pd (or Ni) transmetallation. R H Me Ar R ArX cat. NiLn or PdLn, ZnX2 R1ZnX(MgX) cat. NiLn or PdLn [12] X [107] H RC cat. PdLn, ZnX2 Me [12] X H R cat. PdLn R Me H R Ar Me R Me H COR1 Me [103] X Ar cat.

70 to 0 oC H H Addition of allylzirconocene derivatives to aldehydes. 28. R EtO RCHO Lewis acid [118] OH OH RCHO R H+ [117] OEt R O OH OEt OEt Addition of g,g-bis(ethoxy)allylzirconocene derivatives to aldehydes. 1. R3CN R1 R1R2CO ZrCp2 R ZrCp2 R2 O OH 2. H+ O H+ ZrCp2 R2 R1 OH R2 OR1 O RCOOR1 R1 R H+ R O RCN ZrCp2 R N H+ R ZrCp2 O 1. R1COR2 2. 29. R1 R R2 O HO Addition of 1,3-dienezirconocene complexes to carbonyl compounds and nitriles. 30. + Me R2 C C C R Me No reaction Reactions of a-titana- or a-zirconaorganoalanes with carbonyl compounds.

15. 16. O Synthesis of other three-membered zirconacycles. Cp2ZrCl2 PhC Cp2Zr [49] O SiMe2Ph Cp2Zr Me PhMe2SiLi Cl Ph SiMePh Ph Si Cp2Zr PhMe2Si D2O Ph D D CH2 H Me Si Ph Cp2Zr CH2 Ph SiMePh Synthesis of zirconasilacycles by b-H abstraction. 14). No alkenes or alkynes are used as temporary ligands in this protocol. Unless hydrozirconation is used to generate the initial organylzirconocene derivatives, even final alkene or alkyne ligands are not usually derived from the corresponding p-compounds.

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Pentavalent nitrogen in organic compounds by Bancroft W.D., Barnett C.E.
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