Fritsche, Hans published the artcileReduction of organic compounds of pentavalent phosphorus to phosphines. III. Preparation of primary and secondary phosphines with silanes, Safety of Difluorodiphenylsilane, the publication is Chemische Berichte (1965), 98(5), 1681-7, database is CAplus.
cf. CA 62, 10457d. Phosphonate esters and phosphinic acids and their esters or chlorides, as well as di- and monohalophosphines were reduced with organic silanes or Cl3SiH (I) to primary and secondary phosphines, resp. BuP(O)(OEt)2 (II) (77.6 g.) and 147.2 g. Ph2SiH2 (III) heated 3 hrs. under N at 150-200¡ã yielded 27 g. BuPH2 (IV), b. 60¡ã. II (19.4 g.) and 43 g. methylpolysiloxane (V) heated with stirring 3 hrs. under N at 200¡ã and then 2 hrs. at 275¡ã gave 8 g. IV. All runs were performed under N. PhP(O)(OEt)2 (21.4 g.) and 36.8 g. III heated 2 hrs. at 200¡ã gave 9.6 g. PhPH2 (VI), b. 130-40¡ã. PhPCl2 (35.8 g.) and 36.8 g. III gave similarly 18 g. VI. PhPCl2 (35.8 g.), 30 g. I, and 22 g. Et3N in 250 cc. C6H6 refluxed 2 hrs. and treated with 150 cc. 2% aqueous NaOH gave 12 g. VI, b14 60¡ã. Bu2P(O)OH (26.7 g.) and 41.4 g. III heated 4 hrs. at 200¡ã yielded 16.8 g. Bu2PH, b14 68-70¡ã. Bu2P(O)Cl (19.65 g.) and 27.6 g. III heated 3 hrs. at 250¡ã gave 13.9 g. Bu2PH, b14 70¡ã. Bu2P(O)Cl (19.65 g.), 30 g. I, and 22 g. Et3N in 250 cc. C6H6 refluxed 2 hrs. yielded 9.2 g. Bu2PH, b14 70¡ã. 1-Hydroxy-1-oxo-3,4-dimethyl-2-phospholene (21.8 g.) and 41.4 g. III heated 4 hrs. at 150-90¡ã yielded 13.8 g. 3,4-dimethyl-2-phospholene, b. 146-8¡ã. 1-Hydroxy-1-oxo-3-methyl-2-phospholene with III gave similarly 78% 3-methyl-2-phospholene, b. 80¡ã, and 1-hydroxy-1-oxo-2-phospholene with PhSiH3 gave 73% 2-phospholene, b. 75¡ã. 10-Hydroxy-10-oxo-2,8-dimethylphenoxaphosphine (73 g.) and 84 g. III heated 3 hrs. at 250¡ã gave 54.2 g. 2,8-dimethylphenoxaphosphine, air-sensitive crystals, m. 56¡ã (under N). Ph2P(O)(OMe) (34.8 g.) and 41.4 g. III heated 4 hrs. at 190¡ã yielded 16.8 g. Ph2PH, b0.35 105-15¡ã. Ph2P(O)OH (22 g.) in 100 cc. dry C6H6 refluxed 2 hrs. with 40.6 g. I and treated with 100 cc. 20% aqueous NaOH yielded 7.2 g. Ph2PH, b0.3 110¡ã. Ph2P(O)Cl (23.6 g.) and 27.6 g. III during 3 hrs. at 200-50¡ã yielded 16.5 g. Ph2PH, b0.07 107¡ã. Ph2PCl (44 g.) and 18.4 g. III during 2 hrs. at 200¡ã gave 23 g. Ph2PH, b14 165¡ã. Ph2PCl (22 g.), 15 g. I, and 11 g. Et3N in 80 cc. C6H6 refluxed 2 hrs. and treated with 80 cc. 30% aqueous NaOH gave 14 g. Ph2PH, b12 155¡ã. 2,4,6-Me3C6H2MgBr from 80 g. 2,4,6-Me3C6H2Br and 9.6 g. Mg in tetrahydrofuran treated dropwise with 30.5 g. POCl3 in tetrahydrofuran, and the precipitate refluxed 0.5 hr. with alc. NaOEt, treated with 20% aqueous NaOH, and again refluxed 0.5 hr. yielded 32 g. (2,4,6-Me3C6H2)2P(O)OH (VII), m. 210¡ã (EtOH). VII (13 g.) and 12 g. III heated 3 hrs. at 300¡ã yielded 4 g. (2,4,6-Me3C6H2)2PH (VIII), b0.1 140-60¡ã, m. 74¡ã (EtOH). Chloride (18.6 g.) of VII and 6.3 g. PhSiH3 heated 10 hrs. at 150¡ã, treated with 10 cc. EtOH, and refluxed 1 hr. gave 10.3 g. VIII. (p-Me2NC6H4)2P(O)OH (30.6 g.) and 28 g. III heated 2 hrs. at 200-50¡ã gave 15 g. (p-Me2NC6H4)2PH, b0.05 220-5¡ã, m. 137¡ã.
Chemische Berichte published new progress about 312-40-3. 312-40-3 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Difluorodiphenylsilane, and the molecular formula is C12H10F2Si, Safety of Difluorodiphenylsilane.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia