86120-24-3Relevant academic research and scientific papers
Unsymmetrical E-Alkenes from the Stereoselective Reductive Coupling of Two Aldehydes
Esfandiarfard, Keyhan,Mai, Juri,Ott, Sascha
, p. 2940 - 2943 (2017)
The unprecedented formation of unsymmetrical alkenes from the intermolecular reductive coupling of two different aldehydes is described. In contrast to the McMurry reaction which affords statistical product mixtures, selectivity in the reported procedure is achieved by a sequential ionic mechanism in which a first aldehyde is reacted with a phosphanylphosphonate to afford a phosphaalkene intermediate which, upon activation by hydroxide, reacts with a second aldehyde to the unsymmetrical E-alkenes. The described reaction is free of transition metals and proceeds under ambient temperature within minutes in good to excellent overall yields. It is a new methodology to use feedstock aldehydes for the direct production of C C double bond-containing products and may impact how chemists think of multistep synthetic sequences in the future.
Synthesis of the first metal-free phosphanylphosphonate and its use in the "phospha-Wittig-Horner" reaction
Esfandiarfard, Keyhan,Arkhypchuk, Anna I.,Orthaber, Andreas,Ott, Sascha
, p. 2201 - 2207 (2016/02/09)
The synthesis of the first phophanylphosphonate, Mes?PH-PO(OEt)2 (2-H), in which the P(iii) centre is not coordinated by a M(CO)5 (M = W, Mo, Cr) fragment is reported. The title compound reacts with LDA under the formation of 2-Li wh
Reactions of 1,2-di(2-thienyl)-3,4-bis[(2,4,6-tri-t-butylphenyl)phosphinidene]cyclobu tene
Nakamura, Akitake,Kawasaki, Subaru,Toyota, Kozo,Yoshifuji, Masaaki
, p. 70 - 78 (2008/02/03)
Reactions of a sterically protected 1,2-di(2-thienyl)-3,4-bis[(2,4,6-tri-t-butylphenyl)phosphinidene]cyclobu tene were investigated. The diphosphinidenecyclobutene reacted with elemental sulfur or transition metal reagents to form a thiaphosphirane derivative or the corresponding transition metal complexes, respectively. Reactions of the di(2-thienyl)diphosphinidenecyclobutene with butyllithium followed by treatment with electrophiles afforded functionalized di(2-thienyl)diphosphinidenecyclobutene derivatives.
Preparation, methylation, and coupling reaction of 1,2-dithienyl-3,4- bis[(2,4,6-tri-t-butylphenyl)phosphinidene]cyclobutenes
Toyota, Kozo,Abe, Keita,Horikawa, Keiko,Yoshifuji, Masaaki
, p. 1377 - 1383 (2007/10/03)
Sterically protected 1,2-di(2-thienyl)- and 1,2-di(3-thienyl)-3,4-bis[(2,4, 6-tri-t-butylphenyl)phosphinidene]cyclobutenes were prepared and their properties were studied. When the dithienyldiphosphinidenecyclobutenes were allowed to react with butyllithi
Preparations and properties of polymers containing 3,4-bis[(2,4,6-tri-t- butylphenyl)phosphinidene]-1,2-di(2-thienyl)cyclobutene moieties
Toyota, Kozo,Ujita, Junichi,Kawasaki, Subaru,Abe, Keita,Yamada, Naoki,Yoshifuji, Masaaki
, p. 7609 - 7612 (2007/10/03)
A polymer containing diphosphinidenecyclobutene units was prepared and its properties were studied.
Preparation of sterically protected 3,4-bis[(2,4,6-tri-tert-butylphenyl)-phosphinidene]cyclobutene derivatives having ring-fused structures
Yamada, Naoki,Abe, Keita,Toyota, Kozo,Yoshifuji, Masaaki
, p. 569 - 572 (2007/10/03)
(Formula Presented) Sterically protected 3,4-diphosphinidenecyclobutenes, having ring-fused structures, were prepared. Structures of 8,9-bis[(2,4,6-tri-tert-butylphenyl)-phosphinidene]bicyclo[5.2.0]non-1(7)-ene and its dichloropalladium(II) complex were a
Coupling of Alkynyl(2,4,6-tri-tert-butylphenyl)phosphanes with Cuprous Chloride
Maerkl, Gottfried,Henning, Ruediger
, p. 2059 - 2064 (2007/10/03)
Coupling of alkynyl(2,4,6-tri-tert-butylphenyl)phosphanes 2 with n-butyllithium and cuprous chloride gives 3,4-diphospha-1,5-hexadiynes 3 or cuprous chloride complexes 8 of 3,4-bis(phosphinidene)cyclobutenes 5, depending on the bulkiness of the substituen
A NEW DIRECT METHOD FOR INTRODUCING 2-(2,4,6-TRI-t-BUTYLPHENYL)-2-PHOSPHAVINYLIDENE GROUP. FORMATION OF 1-PHOSPHA- AND 1,3-DIPHOSPHA-ALLENES
Yoshifuji, Masaaki,Sasaki, Shigeru,Inamoto, Naoki
, p. 839 - 842 (2007/10/02)
2-Phosphavinylidene group was introduced by the corresponding trimethylsilyllithio compound toward carbonyl compounds to give 1-phosphaallenes, whereas 1,3-diphosphaallene was prepared by the reaction of 1-chloro-2-phosphavinyllithium toward a phosphinous chloride followed by dehydrochlorination.
CATIONIC RING OPENING OF FUNCTIONALIZED DIPHOSPHIRANES:
Gouygou, M.,Tachon, C.,Etemad-Moghadam, G.,Koenig, M.
, p. 7411 - 7414 (2007/10/02)
The functionalized diphosphiranes 1a-c, in presence of Lewis acid, undergo two kinds of reaction:the ring opening leading to the phosphenium-phosphonium ion 2a-c obtained according to an electrocyclic reaction and the fragmentation giving phosphaalkene 3a
