An enantioselective oxidative coupling reaction of 2-naphthol derivatives catalyzed by chiral diphosphine oxide–iron(ii) complexes. Issue 91 (28th October 2019)

• Record Type: Journal Article
• Authors: Horibe, Takahiro; Nakagawa, Keita; Hazeyama, Takashi; Takeda, Kazuki; Ishihara, Kazuaki
• Is Part Of: Chemical communications. Volume 55:Issue 91(2019)
• Page Start: 13677
• Page End: 13680
• Publication Date: 2019-10-28
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc07834g
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : An enantioselective oxidative coupling of 2-naphthol derivatives is developed with the use of chiral Fe(ii )–diphosphine oxide complexes. Abstract : 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- i PrO-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- i PrO-BIPHEP-oxide and Fe(OTf)2 is a pre-catalyst for a Fe(iii )/Fe(iv ) redox cycle.