Fumarodinitrile:  A Versatile Reagent in Phosphaalkene and Arsaalkene Chemistry

Weber, Lothar; Kleinebekel, Stefan; Pumpenmeier, Lars; Stammler, Hans‐Georg; Neumann, Beate

doi:10.1021/om010990c

Cited by 16 publications

(16 citation statements)

References 12 publications

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“…This arsetene has been characterized by spectroscopic analysis and by X-ray diffraction [394]. Similar cycloaddition, leading to an arsetane, has been reported from fumaronitrile (Scheme 3.223) [395].…”

Section: Arsetanessupporting

confidence: 61%

Four‐Membered Heterocycles: Structure and Reactivity

Rousseau

Robin

2011

Modern Heterocyclic Chemistry

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Section: Arsetanessupporting

confidence: 61%

Four‐Membered Heterocycles: Structure and Reactivity

Rousseau

Robin

2011

Modern Heterocyclic Chemistry

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“…The other possibility of modification of a ligand in iron complexes comprises the interaction of ferrophosphaalkenes Cp*(CO)2FeP=CR2 with fumaric acid dinitriles [127,128]. The result of the interaction is defined by the distribution of electron density in starting P-substrates.…”

Section: Synthesis Of Metal Complexes With P~cn Ligands By Transformamentioning

confidence: 99%

“…In the case of Cp*(CO)2FeP=C(SiMe3)2 151b, typical representative of phosphaalkenes with normal distribution of electron density, the reaction proceeds as a formal introduction of P=C double bond into CH bond in alkene accompanied by E/Z isomerization and results in Fephosphine complex 154 with cis-disposition of cyano groups (Scheme 101) [129]. trans-disposition of CN groups according to the X-ray study (Scheme 103) [128]. Furthermore, the direct introduction of CN-group may proceed at the μ-carbon atom in diphenylphosphinomethanide manganese complexes [130,131].…”

Section: Synthesis Of Metal Complexes With P~cn Ligands By Transformamentioning

confidence: 99%

Synthesis and Coordination Chemistry of Cyano-Substituted Phosphines

Odinets¹,

Vinogradova²,

Matveeva³

et al. 2005

COC

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Synthetic approaches to both linear and cyclic cyano-substituted phosphines (P~CN-phosphines) found an industrial application as catalyst precursors, pesticides, herbicides, flame retardants, precursors of aminophosphines etc., are reported. The main synthetic routes include reduction of P=O containing precursors, alkylation of silylphosphines and metal phosphides by halogenoalkyl(aryl)carbonitriles, phosphorylation of the latter ones, decomposition of phosphonium salts and hydrophosphination of cyano-substituted olefins proceeding under non-catalytical conditions and with use of metal complex catalysis. Merits and demerits of each approach are discussed. Phosphines bearing cyano function as an additional coordination site show diverse coordination behavior depending on the phosphine structure and nature of the metal. Four main types of complexes are observed, namely those with P-monodentate coordination, with N-monodentate coordination and complexes where bidentate coordination mode of P and N atoms is realized either at the single metal atom or of bridged type between two different metal atoms. Thus coordination behavior of such P~CN-ligands relative to transition and non-transition metals, structure features of the complexes obtained and their application in catalytic processes are discussed.

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“…Besides the cyclodimerization of 1 and the more shielded derivatives RAs C(OSiMe 3 )tBu (R = Me, Et) under UV irradiation [9], reactions of ferrioarsaalkenes like Cp*(CO) 2 FeAs C(R)NMe 2 (R = H, Ph) with fumaric acid dimethylester and fumarodinitrile, respectively, have been described [10,11].…”

Section: Improvement Of the Generation Ofmentioning

confidence: 99%