Reactivity of Carbon Anions α to Pentacoordinated Phosphorus:  Spirooxyphosphoranyl C-Anions as Valuable Intermediates in Olefination Chemistry

1996 ◽  
Vol 118 (6) ◽  
pp. 1549-1550 ◽  
Author(s):  
Mihaela L. Bojin ◽  
Salim Barkallah ◽  
Slayton A. Evans
Keyword(s):  
Pentacoordinated Phosphorus

Synthesis, Structure and Reactivities of Pentacoordinated Phosphorus–Boron Bonded Compounds

2020 ◽  
Author(s):  
Nathan O'Brien ◽  
Naokazu Kano ◽  
Nizam Havare ◽  
Ryohei Uematsu ◽  
Romain Ramozzi ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Ring Expansion ◽  
Bicyclic Compound ◽  
Compound A ◽  
Ligand System ◽  
Large Bulk ◽  
Rearrangement Reaction ◽  
Hydride Abstraction ◽  
Pentacoordinated Phosphorus ◽  
Acids And Bases

<div>The isolation and reactivities of two pentacoordinated phosphorus–tetracoordinated boron bonded compounds were</div><div>explored. A strong Lewis acidic boron reagent and electron-withdrawing ligand system were required to form the</div><div>pentacoordinated phosphorus state of the P–B bond. The first compound, a phosphoranyl-trihydroborate, gave a THF</div><div>stabilised phosphoranyl-borane intermediate upon a single hydride abstraction in THF. This compound could undergo a</div><div>unique rearrangement reaction, that involved a two-fold ring expansion, to give an unusual fused bicyclic compound or it</div><div>could act as a mono-hydroboration reagent. The hydroboration reactivity of the intermediate was found to be more reactive</div><div>towards alkynes over alkenes with good to moderate regioselectivity towards the terminal carbon. The second compound,</div><div>a phosphoranyl-triarylborate, was found to have a vastly different reactivity to the trihydroborate as it was highly stable</div><div>towards acids and bases. This is thought to be due to the large bulk around the P–B bond as shown in the crystal structure</div>

scholarly journals DETERMINATION OF THE NATURE OF THE CONFORMATIONAL TRANSMISSION EFFECT IN PENTACOORDINATED PHOSPHORUS COMPOUNDS

1987 ◽  
Vol 32 (1-2) ◽  
pp. 73-80 ◽  
Author(s):  
Marcel H. P. Van Genderen ◽  
Leo H. Koole ◽  
Bernd C. C. M. Olde Scheper ◽  
Leo J. M. Van De Ven ◽  
Henk M. Buck
Keyword(s):  
Phosphorus Compounds ◽  
Transmission Effect ◽  
Pentacoordinated Phosphorus

ChemInform Abstract: A Novel Type of Nucleoside Analogue with Pentacoordinated Phosphorus.

ChemInform ◽  
2010 ◽  
Vol 25 (34) ◽  
pp. no-no
Author(s):  
D. KATALENIC ◽  
V. SKARIC ◽  
B. KLAIC
Keyword(s):  
Nucleoside Analogue ◽  
Pentacoordinated Phosphorus

Trihydroborates and Dihydroboranes Bearing a Pentacoordinated Phosphorus Atom: Double Ring Expansion To Balance the Coordination States

2017 ◽  
Vol 56 (21) ◽  
pp. 5882-5885 ◽  
Author(s):  
Naokazu Kano ◽  
Nathan J. O'Brien ◽  
Ryohei Uematsu ◽  
Romain Ramozzi ◽  
Keiji Morokuma
Keyword(s):  
Phosphorus Atom ◽  
Ring Expansion ◽  
Double Ring ◽  
Pentacoordinated Phosphorus
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