Air-Stable Chiral Primary Phosphines: A Gateway to MOP Ligands with Previously Inaccessible Stereoelectronic Profiles
نویسندگان
چکیده
منابع مشابه
Chiral phosphines in nucleophilic organocatalysis
This review discusses the tertiary phosphines possessing various chiral skeletons that have been used in asymmetric nucleophilic organocatalytic reactions, including annulations of allenes, alkynes, and Morita-Baylis-Hillman (MBH) acetates, carbonates, and ketenes with activated alkenes and imines, allylic substitutions of MBH acetates and carbonates, Michael additions, γ-umpolung additions, an...
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Air-sensitive and air-stable primary phosphines (RPH2) were compared for their ability to undergo photoinitiated phosphane-ene chemistry with 1-hexene. Despite their increased air-stability, the primary phosphines displayed equal to or greater reactivity when compared to air-sensitive alkyl or aryl analogues. The phosphane-ene reaction was also performed in the presence of 1-octanethiol to dete...
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Catalytic hydrophosphination of alkenes using a chiral, air-stable primary phosphine, (R)-[2'-methoxy(1,1'-binapthalen)-2-yl]phosphine, (R)-MeO-MOPH2, proceeds under mild conditions with a zirconium catalyst, [κ(5)-N,N,N,N,C-(Me3SiNCH2CH2)2NCH2CH2NSiMe2CH]Zr (1), to selectively furnish anti-Markovnikov, air-stable secondary phosphines or tertiary phosphines with slight modification of the proto...
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Attachment of a proton sponge to a phosphine ligand renders neutral complexes of the ligand highly amenable to analysis by electrospray ionisation mass spectrometry (ESI-MS). The ligand 1,8-bis(dimethylamino)naphthyldiphenylphosphine (3) is extremely efficient and highly selective in forming exclusively [M + H]+ ions, which may be detected at very low concentration. Ionisation efficiency of 3 i...
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We demonstrate that allenes, chiral 1,2-dienes, appended with basic functionality can serve as ligands for transition metals. We describe an allene-containing bisphosphine that, when coordinated to Rh(I), promotes the asymmetric addition of arylboronic acids to α-keto esters with high enantioselectivity. Solution and solid-state structural analysis reveals that one olefin of the allene can coor...
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ژورنال
عنوان ژورنال: Organometallics
سال: 2014
ISSN: 0276-7333,1520-6041
DOI: 10.1021/om500582w