Effect of Aminoaromatic Acids as Additives on the Activity and Selectivity of the Platinum-catalyzed Hydrosilylation of Alkenes

Chinese Journal of Chemical Engineering

Volumn 17, Issue 6, 2009, Pages 1038-1042

  BAI, Ying ^a   PENG, Jiajian ^a   HU, Yingqian ^a   LI, Jiayun ^a   QIU, Huayu ^a   LAI, Guoqiao ^a  

^a HANGZHOU NORMAL UNIVERSITY   (China)

Author keywords

additive; aminoaromatic acid; hydrosilylation; platinum catalyst

Indexed keywords

4-AMINOBENZOIC ACID; AMINOAROMATIC ACID; AMINOBENZOIC ACID; CATALYTIC ACTIVITY; HYDROSILYLATIONS; PLATINUM CATALYST; PLATINUM CATALYSTS; TRIETHOXYSILANE;

ADDITIVES; AMINO ACIDS; CATALYSIS; CATALYST SELECTIVITY; HYDROSILYLATION; OLEFINS; PLATINUM; STYRENE;

ACIDS;

EID: 73149099913     PISSN: 10049541     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1004-9541(08)60314-6     Document Type: Article

References (24)

1. Marciniec B., Guliński J., Urbaniak W., and Kornetka Z.W. Comprehensive Handbook on Hydrosilylation (1992), Pergamon Press, London
2. Sommer L., Pietrusza H.E.W., and Whitmore F.C. "Peroxide-catalyzed addition of trichlorosilane to 1-octene". J. Am. Chem. Soc. 69 1 (1947) 188-189
3. Speier J.L., Machay F.P., Steward Q.W., and Campbell P.G. "The addition of silicon hydrides to alkeneic double bonds (II) The use of group VIII metal catalysts". J. Am. Chem. Soc. 79 4 (1957) 974-979
4. Ryan J.W., and Speier J.L. "Notes-addition of silicon hydrides to alkeneic double bonds (IV) The addition to styrene and α-methylstyrene". J. Org. Chem. 24 12 (1959) 2052-2053
5. Karstedt, B.D., Scotia, N.Y., "Platinum complexes of unsaturated siloxanes and platinum containing organopolysiloxanes", US Pat., 3775452 (1973).
6. Marciniec B., Kornetka Z.M., and Urbaniak W. "Platinum and rhodium complexes supported on aminated silica as hydrosilylation catalysts". J. Mol. Catal. 12 2 (1981) 221-230
7. Wang L.Z., and Jiang Y.Y. "Catalytic activity and selectivity of poly-γ-aminopropylsiloxane-Pt complex in hydrosilylation of unsaturated compounds". Chin. J. Catal. 2 3 (1981) 236-238 (in Chinese).
8. Wang L.Z., and Jiang Y.Y. "An active and stable hydrosilylation catalyst, silica-poly-γ-mercaptopropyl-siloxane-platinum complex". Macromol. Comm. (1983) 78-82 (in Chinese).
9. Hu C.Y., Han X.M., and Jiang Y.Y. "Hydrosilylation of acetylene catalyzed by a sulfur-containing polysiloxane platinum complex". J. Mol. Catal. 35 3 (1986) 329-333
10. Chen Y.M., Lu X.R., and Zhong Z.L. "Synthesis of poly-4,7-dithianonylsesquisiloxane platinum complex and its catalyst activity on hydrosilylation of olefins with triethoxysilane". Appl. Chem. 9 3 (1992) 26-30 (in Chinese).
11. Liedtke J., Loss S., Widauer C., and Grützmacher H. "Phosphiranes as ligands for platinum catalysed hydrosilylations". Tetrahedron 56 (2000) 143-156
12. Prignano A.L., and Trogler W.C. "Silica-supported bis(trialkylphosphine) platinum oxalates. Photogenerated catalysts for hydrosilylation of alkenes". J. Am. Chem. Soc. 109 12 (1987) 3586-3595
13. Yamamoto K., Hayashi T., Zembayashi M., and Kumada M. "Catalytic asymmetric hydrosilylation of alkenes (II) chiral phosphine-platinum (II) complexes as hydrosilylation catalysts". J. Organomet. Chem. 118 2 (1976) 161-181
14. Marciniec B., Foltynowicz Z., and Urbaniak W. "Catalysis of hydrosilylation (XV) A poly(phosphino-organosiloxanyl)silicate-supported rhodium (I) catalyst for gas-phase hydrosilylation of acetylene". Appl. Organomet. Chem. 1 5 (1987) 459-463
15. Markó I.E., Stérin S., Buisine O., Mignani G., Branlard P., Tinant B., and Declercq J.P. "Selective and efficient platinum(0)-carbene complexes as hydrosilylation catalysts". Science 298 (2002) 204-206
16. Bo D.G., Berthon-Gelloz G., and Tinant B. "Hydrosilylation of alkynes mediated by N-heterocyclic carbene platinum(0) complexes". Organometallics 25 8 (2006) 1881-1890
17. Markó I.E., Stérin S., Buisine O., Berthon G., Michaud G., Tinant B., and Declercq J.P. "Highly active and selective platinum(0)-carbene complexes: Efficient, catalytic hydrosilylation of functionalised alkenes". Adv. Synth. Catal. 346 12 (2004) 1429-1434
18. Berthon-Gelloz G., Buisine O., Brière J.F., Michaud G., Stérin S., Mignani G., Tinant B., Declercq J.P., Chapon D., and Markó I.E. "Synthetic and structural studies of NHC-Pt(dvtms) complexes and their application as alkene hydrosilylation catalysts (NHC=N-heterocyclic carbene, dvtms=divinyltetramethylsiloxane)". J. Organomet. Chem. 690 24/25 (2005) 6156-6168
19. Poyatos M., Maisse-Francüois A., Bellemin-Laponnaz S., and Gade L.H. "Coordination chemistry of a modular N, C-chelating oxazole-carbene ligand and its applications in hydrosilylation catalysis". Organometallics 25 10 (2006) 2634-2641
20. Mehta, K.R., "Process for the preparation of siloxane-oxyalkylene copolymers", US Pat., 4847398 (1989).
21. Curtis, L., Schilling, Jr., "Method of highly efficient hydrosilylation", CN 99122127.3 (1999).
22. Hamze A., Provot O., Brion J.D., and Alami M. "Xphos ligand and platinum catalysts: A versatile catalyst for the synthesis of functionalized β-(E)-vinylsilanes from terminal alkynes". J. Organomet. Chem. 693 16 (2008) 2789-2797
23. Hamze A., Provot O., Brion J.D., and Alami M. "Platinum chloride/Xphos-catalyzed regioselective hydrosilylation of functionalized terminal arylalkynes". Tetrahedron Lett. 49 (2008) 2429-2431
24. Arsenyan P., Oberte K., Rubina K., and Belyakov S. "Synthesis and application of a new selenoplatinum catalyst". Tetrahedron Lett. 46 (2005) 1001-1003