公开(公告)号：US11530230B2

公开(公告)日：2022-12-20

申请号：US16770956

申请日：2017-12-14

Applicant: ZHEJIANG UNIVERSITY

Inventor： Xufeng Lin ,  Linxi Yao ,  Shirui Chang ,  Lei Wang

IPC: C07F9/50 ,  B01J31/24 ,  C07C17/06 ,  C07C23/18 ,  C07C25/22 ,  C07C37/62 ,  C07C39/17 ,  C07C39/42 ,  C07C41/09 ,  C07C43/247 ,  C07F15/00

Abstract: The present application discloses a 3,3,3′,3′-tetramethyl-1,1′-spirobiindane-based phosphine ligand, an intermediate, a preparation method and uses thereof. The compound of phosphine ligand is a compound having a structure represented by formula I or formula II, or an enantiomer, a raceme, or diastereomer thereof. The phosphine ligand can be prepared via a preparation scheme in which the cheap and easily available 6,6′-dihydroxyl-3,3,3′,3′-tetramethyl-1,1′-spirobiindane is used as a raw material and the compound represented by formula III serves as the key intermediate. The new phosphine ligand developed by the present application can be used in catalytic organic reaction, in particular as a chiral phosphine ligand that is widely used in many asymmetric catalytic reactions including asymmetric hydrogenation and asymmetric allyl alkylation, and thus it has economic practicability and industrial application prospect.

公开(公告)号：US11866393B2

公开(公告)日：2024-01-09

申请号：US17700500

申请日：2022-03-22

Applicant: ZHEJIANG UNIVERSITY

Inventor： Xufeng Lin ,  Linxi Yao ,  Shirui Chang ,  Lei Wang

IPC: C07C25/22 ,  C07C17/013

CPC classification number: C07C25/22 ,  C07C17/013 ,  C07C2602/08

Abstract: Disclosed are 7,7′-dihalo-3,3,3′,3′-tetramethyl-1,1′-spirobiindane and a preparation method thereof. The 7,7′-dihalo-3,3,3′,3′-tetramethyl-1,1′-spirobiindane is a compound represented by formula I, or an enantiomer, a raceme or a diastereomer thereof. The compound of formula I could be prepared by using a racemic or optically active 3,3,3′,3′-tetramethyl-1,1′-spirobiindane-6,6′-diol as a raw material through a series of reactions. The 7,7′-dihalo-3,3,3′,3′-tetramethyl-1,1′-spirobiindane is a key intermediate for preparing 3,3,3′,3′-tetramethyl-1,1′-spirobiindane-based phosphine ligand compounds represented by formula II or III.

公开(公告)号：US20220213011A1

公开(公告)日：2022-07-07

申请号：US17700500

申请日：2022-03-22

Applicant: ZHEJIANG UNIVERSITY

Inventor： Xufeng Lin ,  Linxi Yao ,  Shirui Chang ,  Lei Wang

IPC: C07C25/22 ,  C07C17/013

Abstract: Disclosed are 7,7′-dihalo-3,3,3′,3′-tetramethyl-1,1′-spirobiindane and a preparation method thereof. The 7,7′-dihalo-3,3,3′,3′-tetramethyl-1,1′-spirobiindane is a compound represented by formula I, or an enantiomer, a raceme or a diastereomer thereof. The compound of formula I could be prepared by using a racemic or optically active 3,3,3′,3′-tetramethyl-1,1′-spirobiindane-6,6′-diol as a raw material through a series of reactions. The 7,7′-dihalo-3,3,3′,3′-tetramethyl-1,1′-spirobiindane is a key intermediate for preparing 3,3,3′,3′-tetramethyl-1,1′-spirobiindane-based phosphine ligand compounds represented by formula II or III.