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Hydro(trispyrazolyl)borato‐Ruthenium(II) Diphosphinoamino Complex‐Catalyzed Addition of β‐Diketones to 1‐Alkynes and Anti‐Markovnikov Addition of Secondary Amines to Aromatic 1‐Alkynes
Author(s) -
Cheung Hung Wai,
So Chau Ming,
Pun Kwok Hung,
Zhou Zhongyuan,
Lau Chak Po
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000567
Subject(s) - markovnikov's rule , chemistry , ruthenium , catalysis , medicinal chemistry , organic chemistry , boron , regioselectivity
The hydro(trispyrazolyl)borato‐ruthenium(II) diphosphinoamino complex TpRu[4‐CF 3 C 6 H 4 N(PPh 2 ) 2 ](OTf) ( I ) [Tp=hydro(trispyrazolyl)borate] catalyzes the Markovnikov addition of β‐diketones to unactivated 1‐alkynes in good to excellent yields. The reaction proceeds under solvent‐free and additive‐free conditions and the catalyst loading can be reduced down to 0.4 mol%. Complex I (1 mol%) also catalyzes the addition of secondary amines to aromatic terminal alkynes, unusual anti‐Markovnikov products are exclusively formed.