Catalytic Addition of Secondary Amines to Carbodiimides by a Half-Sandwich Yttrium Complex: An Efficient Route to N,N′,N′′,N′′-Tetra­substituted Guanidines

Wen-Xiong Zhang; Masayoshi Nishiura; Zhaomin Hou

doi:10.1055/s-2006-939081

LETTER

Catalytic Addition of Secondary Amines to Carbodiimides by a Half-Sandwich Yttrium Complex: An Efficient Route to N,N′,N′′,N′′-Tetrasubstituted Guanidines

Wen-Xiong Zhang, Masayoshi Nishiura, Zhaomin Hou*
Organometallic Chemistry Laboratory, RIKEN (The Institute of Physical and Chemical Research), and PRESTO, Japan Science and Technology Agency (JST), Hirosawa 2-1, Wako, Saitama 351-0198, Japan
Fax: +81(48)4624665; e-Mail: houz@riken.jp;

Abstract

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Abstract

The catalytic addition of secondary amines to carbodiimides has been achieved by use of an yttrium half-sandwich alkyl complex {Me₂Si(C₅Me₄)(NPh)}Y(CH₂SiMe₃)(THF)₂, which offers a straightforward, atom-economical route to tetrasubstituted guanidines. An yttrium guanidinate species has been confirmed to be a true catalytic species in this reaction.

Key words

yttrium - catalytic addition - amines - carbodiimides - guanidines - guanidinates

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References

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Catalytic Addition of Secondary Amines to Carbodiimides by a Half-Sandwich Yttrium Complex: An Efficient Route to N,N′,N′′,N′′-Tetra­substituted Guanidines

Catalytic Addition of Secondary Amines to Carbodiimides by a Half-Sandwich Yttrium Complex: An Efficient Route to N,N′,N′′,N′′-Tetrasubstituted Guanidines