Synlett 2006(8): 1213-1216  
DOI: 10.1055/s-2006-939081
LETTER
© Georg Thieme Verlag Stuttgart · New York

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;
Further Information

Publication History

Received 6 December 2005
Publication Date:
05 May 2006 (online)

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.

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