Ferrocenyl bis-phosphine ligands bearing sulfinyl, sulfonyl or sulfenyl groups: applications in asymmetric hydrogenation and allylic alkylation reactions

نویسندگان

  • Malati Raghunath
  • Wenzhong Gao
  • Xumu Zhang
چکیده

A new series of chiral ferrocenyl bis-phosphine ligands have been synthesized. Elements of planar and central chirality have been incorporated into a ferrocene backbone through sulfinyl, sulfonyl and sulfenyl groups at the ortho-position to the phosphines. The effectiveness of these ligands has been demonstrated in Rh-catalyzed hydrogenations and Pd-catalyzed allylic alkylations. 2005 Elsevier Ltd. All rights reserved.

برای دانلود رایگان متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

A novel chiral ferrocenyl phosphine ligand from sugar: applications in Rh-catalyzed asymmetric hydrogenation reactions.

[structure: see text] A new chiral ferrocenyl diphosphine ligand 3 was synthesized from readily available D-mannitol. Rh-complex with this ligand showed high enantioselectivity and reactivity in the asymmetric hydrogenation of dehydroamino acid derivatives and itaconic acid derivatives. Up to over 99% ee and 10 000 TON were achieved with this catalytic system.

متن کامل

Steric and electronic ligand perturbations in catalysis: asymmetric allylic substitution reactions using C2-symmetrical phosphorus-chiral (bi)ferrocenyl donors.

Three series of P-chiral diphosphines based on ferrocene (1a-f, 2a-c) and biferrocenyl skeletons (3a-c), including novel ligands 1f and 3c, were employed in palladium-catalyzed allylic substitution reactions. Steric effects imposed by the phosphine residues were studied using C2-symmetrical donors 1 (1 = 1,1'-bis(arylphenylphosphino)ferrocene with aryl groups a = 1-naphthyl, b = 2-naphthyl, c =...

متن کامل

Synthesis of ferrocene-based amido-phosphine ligands via highly diastereoselective ortho-lithiation and their application in Pd-catalyzed asymmetric allylic alkylations

An efficient synthesis of novel planar chiral ferrocene-based amido-phosphine ligands was accomplished via highly diastereoselective ortho-lithiation and subsequent in situ trapping with chlorodiphenylphosphine. The palladium complexes of mono-phosphino ferrocenecarboxamide, bis-phosphino ferrocenedicarboxamide ligands, and analogues with a ferrocenophane framework were applied in the allylic a...

متن کامل

Chalcogen-Containing Oxazolines in the Palladium-Catalyzed Asymmetric Allylic Alkylation

The search for new ligands in asymmetric catalysis is a field of continuing interest. To facilitate practical applications, new ligands should be easy to prepare from simple and easily available starting materials. In this context, the use of chiral nitrogen compounds bearing an organochalcogen moiety and their metal complexes have gained increased importance in the field of asymmetric catalysi...

متن کامل

Solid-phase synthesis of chiral 3,4-diazaphospholanes and their application to catalytic asymmetric allylic alkylation.

Functionalized chiral diazaphospholanes ligate to a variety of transition metals, yielding chiral, catalytically active, metal complexes. Previous work has established that amino acid derivatization of the carboxyl groups of (R,R)-N,N'-phthaloyl-2,3-(2-carboxyphenyl)-phenyl-3,4-diazaphospholane (1) yields phosphines that are excellent ligands for palladium-catalyzed asymmetric allylic alkylatio...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2005