Regioselectivity of the Photochemical Addition of Ammonia, Phosphine, and Silane to Olefinic and Acetylenic Nitriles

Preparation of phosphines through C–P bond formation

“…Radical addition of secondary phosphines to alkenes can be accomplished by thermal activation [75–76], through the use of radical initiators (AIBN) [77–82] or photochemically by irradiation with UV or visible light [22,83–85]. Most of these reactions give anti-Markovnikov products.…”

“…Phosphines as well as silylphosphines [65–66 226–227] or phosphine–borane complexes can be used as phosphinating agents. The addition reaction has been initiated in several ways including base [228–233], radical (thermal radical [234] or AIBN radical [77–78 83,235–236]) or transition metal activation.…”

2,5-Diphenylpenta-2,4-dienenitrile

“…For the prebiotic synthesis of biological molecules, see: Guillemin et al (1998). For the preparation of flavonoid pigments, see: Fringuelli et al (1994).…”

“…Unsaturated nitriles play a key role in many of the pathways proposed for the prebiotic synthesis of biological molecules (Guillemin et al, 1998). Arylacrylonitriles are important synthons for the synthesis of several biologically active molecules in the preparation of flavonoid pigments (Fringuelli et al, 1994) and sexual pheromones (Liu et al, 1981).…”

Studies of some monocyclic and bicyclic arylacetonitriles

“…Unsaturated nitriles play a key role in several pathways proposed for the prebiotic synthesis of biological molecules 1, 2. Nitriles and arylacrylonitriles exhibit cytotoxic activity, antiproliferative activity and antitubercular activity and hence play important role in biological systems 3–6.…”