60367-15-9Relevant academic research and scientific papers
Regioselective Single and Double Hydrophosphination and Hydrophosphinylation of Unactivated Alkynes
Basiouny, Miriam M. I.,Dollard, Deborah A.,Schmidt, Joseph A. R.
, p. 7143 - 7153 (2019/08/26)
A lanthanum-based N,N-dimethylbenzylamine complex was used as a precatalyst for both hydrophosphination and hydrophosphinylation of alkynes under mild conditions. In the case of hydrophosphination, the catalyst induced monoaddition with high regiospecific
CARBENE - 23. PHOSPHENE: - UND -CYCLOADDITION VON (DIPHENYLMETHYLEN) PHENYLPHOSPHAN-OXID MIT α,β-UNGESAETTIGTEN KETONEN
Regitz, M.,Eckes, H.
, p. 1039 - 1044 (2007/10/02)
The photolysis of 1 produces the carbene 2, which is transformed into the short lived phosphene 4 by phenyl migration.With the α,β-unsaturated ketones 6a-d in a cycloaddition 4 yields 1,2λ5-oxaphosphetanes 7a-d.The heterocycles partially undergo a photofragmentation, which produces the olefines 9a-d and the heterocumulene 8.If 4 is a generated form 1 under thermal conditions in the presence of 6a-c, formation of four membered rings and fragmentation is observed too; in addition 4 undergoes a -cycloaddition with the hetero-1,3-dienes 6a-c leading to 15a-c.This behaviour corresponds to that of the carbonylanalogue diphenylketene with 6a (formation of CO2 and 9a via the β-lactone 16 such as of 17)
Carbenes, 22. Phosphenes: Trapping Reactions of (Diphenylmethylene)phenylphosphane Oxide by -Cycloaddition with Aldehydes
Regitz, Manfred,Eckes, Helmut
, p. 3303 - 3312 (2007/10/02)
The photolysis of (diazobenzyl)diphenylphosphane oxide (5) in benzene yields the short-lived (diphenylmethylene)phenylphosphane oxide (15) via the carbene 12.The heterocumulene is trapped by aromatic aldehydes, which are added to the reaction mixture, in a -cycloaddition reaction with formation of the 1,2λ5-oxaphosphetanes 16a-e.Carbene reactions with the solvent (formation of the norcaradiene 13) as well as with the trapping reagents (formation of the C/H-insertion products 10a and b) cannot be avoided.With the α,β-unsaturated aldehydes 22a-c, the 1,2λ5-oxaphosphetanes 23a-c are primarily formed.They undergo a complete or a partial photofragmentation to the 1,3-butadienes 24a-c and phenylphosphane dioxide (25).
