US 7,601,667 B2
Sulfonate catalyst and method of producing alcohol compound using the same
Noriyuki Utsumi, Soka (Japan); Kunihiko Murata, Koshigaya (Japan); Kunihiko Tsutsumi, Tokyo (Japan); Takeaki Katayama, Soka (Japan); Masahito Watanabe, Soka (Japan); Takeshi Ohkuma, Sapporo (Japan); and Ryoji Noyori, Tokyo (Japan)
Assigned to Kanto Kagaku Kabushiki Kaisha, Tokyo (Japan); and Nagoya Industrial Science Research Institute, Nagoya-shi (Japan)
Appl. No. 11/922,409
PCT Filed Mar. 10, 2006, PCT No. PCT/JP2006/304750
§ 371(c)(1), (2), (4) Date Feb. 08, 2008,
PCT Pub. No. WO2006/137195, PCT Pub. Date Dec. 28, 2006.
Claims priority of application No. 2005/011679 (JP), filed on Jun. 20, 2005.
Prior Publication US 2008/0234525 A1, Sep. 25, 2008
Int. Cl. B01J 31/18 (2006.01); B01J 31/12 (2006.01); C07C 29/145 (2006.01)
U.S. Cl. 502—166  [502/167; 568/862; 568/881] 12 Claims
 
1. A sulfonate catalyst represented by general formula (1) and used for a hydrogenation reaction:

OG Complex Work Unit Drawing
wherein
R1 and R2 may be the same or different and each represent an alkyl group, a phenyl group, a naphthyl group, or a cycloalkyl group, which may be substituted, or a part of an alicyclic ring formed by bonding of R1 and R2;
R3 represents an alkyl group, a phenyl group, a naphthyl group, or camphor which may be substituted;
R4 represents a hydrogen atom or an alkyl group;
R5 represents an alkyl group, a phenyl group, a naphthyl group, or camphor which may be substituted;
Ar is bonded to M1 through a π bond and represents benzene which may be substituted or a cyclopentadienyl group which may be substituted;
M1 represents ruthenium, rhodium, or iridium; and
* represents a chiral carbon.