76202-87-4Relevant articles and documents
1, 3-conjugated diene compound and preparation method and application thereof
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Paragraph 0166-0170; 0307-0311, (2019/06/27)
The invention discloses a 1, 3-conjugated diene compound and a preparation method and application thereof. The invention provides a preparation method of the 1, 3-conjugated diene compound. The preparation method comprises the following steps: in an organic solvent and in the presence of a palladium catalyst, a phosphine ligand and an alkaline reagent, carrying out 1, 4-Pd migration/suzuki coupling reaction on an aromatic halide containing structural fragment shown in formula I and an alkenyl boron compound containing the structural fragment shown in formula II to obtain the compound containing a structural fragment of the 1, 3-conjugated diene shown in formula III. The preparation method has higher stereoselectivity and product configuration uniformity; a substrate has good universality,and is compatible with electron-deficient olefins, electron-rich olefins and polysubstituted olefins; and the method has the characteristics of mild reaction conditions, wide functional group compatibility and the like. The 1, 3-butadiene compound provided by the invention has high aggregation induced luminescence effect.
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).