An enantioselective oxidative coupling reaction of 2-naphthol derivatives catalyzed by chiral diphosphine oxide-iron(ii) complexes

被引:48
作者
Horibe, Takahiro [1 ]
Nakagawa, Keita [1 ]
Hazeyama, Takashi [1 ]
Takeda, Kazuki [1 ]
Ishihara, Kazuaki [1 ]
机构
[1] Nagoya Univ, Grad Sch Engn, Chikusa Ku, B2-3 611,Furo Cho, Nagoya, Aichi 4648603, Japan
关键词
IRON; EPOXIDATION; ACTIVATION; OLEFINS; SYSTEM; BINOL;
D O I
10.1039/c9cc07834g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An enantioselective oxidative coupling of 2-naphthol derivatives is developed with the use of chiral Fe(ii)-diphosphine oxide complexes. Optically active 1,1-bi-2-naphthol derivatives can be synthesized in high yields when a 2 : 1 complex of (S)-xylyl-iPrO-BIPHEP-oxide and Fe(OTf)(2) is used in the presence of t-butyl hydroperoxide as an oxidant. The non-linear effect, X-ray crystal structure and ESI-MS suggest that a 2 : 1 complex of (S)-xylyl-iPrO-BIPHEP-oxide and Fe(OTf)(2) is a pre-catalyst for a Fe(iii)/Fe(iv) redox cycle.
引用
收藏
页码:13677 / 13680
页数:4
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