Formation of stable cyclic dicoordinated phosphorus compounds by reaction of cyclophosphazanes with lewis acids

Malavaud, C.; Boisdon, M. T.; Charbonnel, Yves; Barrans, J.

doi:10.1016/s0040-4039(01)93529-4

Cited by 33 publications

(10 citation statements)

References 7 publications

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“…Thus, [MCl] + and [M‐R 2 N] + peaks respectively are observed to be stronger peaks than M + peak in case of the latter two compounds; (b) Phosphenium cation [RR′P] + was seen in considerable intensities in all cases; (c) In both Ph(R)(R′)P and (R)(R′)(R″)P, the dicoordinate fragment arising from the loss of sterically most bulky amino group was found to be very intense; (d) For amino(catecholato)phosphines, [( o ‐C 6 H 4 O 2 )P] + was found to be very intense; (e) As expected, PN cleavage occurred more readily than the PC bond. Mass spectral studies of cyclodiphosph(III)azanes under field desorption mode94 have helped in clearly establishing the ring size as well as the environment around phosphorus.…”

Section: Aminophosphinesmentioning

confidence: 99%

Aminophosphines: their chemistry and role as ligands and synthons

Gopalakrishnan

2009

Applied Organom Chemis

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In recent years, research in organophosphorus chemistry has mainly focused in designing newer and better phosphorus ligands for synthesizing novel metal complexes with improved catalytic activities. Aminophosphines [tricoordinate phosphorus(III)-nitrogen systems] are considered as versatile compounds owing to the presence of nitrogen centres which, in principle, can influence additional reactivity features. They are quite sensitive to air and moisture due to the presence of polar P-N bond(s). In spite of this, research in aminophosphine chemistry is gaining momentum day-by-day and this is due mainly to one reason: their rich behaviour as ligands in metal complex chemistry and subsequently in catalysis. Their role as synthons in inorganic heterocyclic chemistry has also helped produce new types of heterocycles. In this paper, the chemistry of simple acyclic aminophosphines (synthesis, characterization, reactivity and applications) is covered and particular focus is given to their ability to form chalcogenides along with their role played as ligands in coordination chemistry and as synthons in inorganic heterocyclic chemistry.

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Section: Aminophosphinesmentioning

confidence: 99%

Aminophosphines: their chemistry and role as ligands and synthons

Gopalakrishnan

2009

Applied Organom Chemis

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“…Explanation for this -at first glance illogical -finding is feasible if one considers that aromatic 1,3,2-diazaphospholenium cations, although being intrinsically weaker electrophiles, still have a larger charge capacity than non-aromatic diaminophosphenium ions and are thus able to accept higher overall charge transfer from a p -basic metal fragment; furthermore, subtle inductive substituent effects may also play a role. Neutral benzo-1,3,2-diazaphospholes or their tetrameric cycloaddition products react with hard Lewis acids to give N-coordinated Lewis acid-base complexes [13,80,81] ; this reaction can be used to disassemble the otherwise stable oligomers into monomeric units at ambient temperature.…”

Section: Coordination Chemistry Of Nhpsmentioning

confidence: 99%

Recent Developments in the Chemistry of N-Heterocyclic Phosphines

Gudat

2009

Topics in Heterocyclic Chemistry

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This chapter gives a survey on five-and six-membered phosphorusnitrogen heterocyclic compounds whose rings combine a phosphazene (>N-P = N-) or phosphazane (>N-P(X)-N<) unit with an unsaturated C 2 or C 3 building block. Representatives contain structurally diverse species like aromatic 1,3,2-diazaphosphinines and (benzo)-1,3,2-diazaphospholes, cationic counterparts of subvalent main-group carbene analogues like 1,3,2-diazaphospholenium ions and phosphenium-diketiminates, and neutral heterocycles like 1,3,2-diazaphospholenes featuring unusual structures and reactivities. The exploration of these species developed rapidly in the last two decades in the wake of cutting edge research on multiple bonding and low coordination in the chemistry of heavier main-group elements, and the discovery of stable carbenes. This review summarizes the elaboration of synthetic approaches for different types of N -heterocyclic phosphine derivatives, discusses their characterization by physical and computational methods which furnished a thorough understanding of structure and bonding, and finally highlights accomplishments in the exploration of the chemical properties at the border of classical organic heterocyclic chemistry and molecular inorganic chemistry.

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“…fur Ci,H13N20P (244,22): C 63,93,H 5,37,N 11,47;gef. : C 63,37,H 5,20,N 11,24. 2- ( (5), H-C(6), H-C(7)); 7,22 (dd, 3J = 8,4, 4J(P,H) = 2,9, H-C(2'), H-C(6')); 7,42 (7)); 118,7 (s, C(5), C(6)); 119,3 (s, C(4)); 130,9 (d, 4J(P,C) = 23, C(3'), C(5')); 1313 (d, ,J(P,C) = 6,3, C(2), C(6')); 132,9 (d, 2J(P,C) = 9,1, C(1')); 133,s (d, 2J(P,C) = 8,7, C(3a), C(7a)). MS (80 eV): 322 (22, M+), 153 (100, [A4 -C7H6Br]+).…”

Section: "mentioning

confidence: 99%

Fünf‐ und sechsgliedrige cyclische Phosphonsäure‐diamide und‐thioester‐amide sowie Spirobi[oxazaphosphole]

Neidlein

Buseck

1992

Helvetica Chimica Acta

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By reaction of the 1,2-diaminobenzene derivatives l a 4 with the phosphonoyl dichlorides 2 a 3 , the 1,3-dihydro-l,3,2-benzodiazaphosphol-2-ones 4 a q are obtained. The phosponoyl dichlorides 2a+, 2g, and 2h yield wlth naphthalene-1 &diamines (5) the diazaphosphinones 6a-g under similar reaction conditions. The thiazaphosphole oxides 9a-d are accessible by reaction of the phosphonoyl dichlorides 2a-d with 2-aminobenzenethiol (7). Unexpectedly, the reaction of the dichlorides 2a and 2h with 2-aminophenol(lO) led to the spirobi[oxazaphospholes] 13a and 13b, respectively.Einleitung. -1,3-Dihydro-l,3,2-benzodiazaphosphole bilden eine seit langem be-

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Formation of stable cyclic dicoordinated phosphorus compounds by reaction of cyclophosphazanes with lewis acids

Cited by 33 publications

References 7 publications

Aminophosphines: their chemistry and role as ligands and synthons

Aminophosphines: their chemistry and role as ligands and synthons

Recent Developments in the Chemistry of N-Heterocyclic Phosphines

Fünf‐ und sechsgliedrige cyclische Phosphonsäure‐diamide und‐thioester‐amide sowie Spirobi[oxazaphosphole]

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