Detail of "173035-10-4"

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Immobilizable imidazolium salts substituted by alkoxysilyl groups in the 4-position

All Rights Reserved. Immobilizable imidazolium salts substituted by alkoxysilyl groups in the 4-position. Koehler, Katrin (Merck Patent G.m.b.H. 75-77-4 are also occured in this study., Germany). PCT Int. Appl. WO 2007017041 A1 15 Feb 2007, 31pp. DESIGNATED STATES: W: AE, AG, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BW, BY, BZ, CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LV, LY, MA, MD, MG, MK, MN, MW, MX, MZ, NA, NG, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, SK, SL, SM, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC; RW: AT, BE, BF, BJ, CF, CG, CH, CI, CM, CY, DE, DK, ES, FI, FR, GA, GB, GR, IE, IS, IT, LU, MC, ML, MR, NE, NL, PT, SE, SN, TD, TG, TR. (German). (World Intellectual Property Organization). CODEN: PIXXD2. APPLICATION: WO 2006-EP6914 14 Jul 2006. PRIORITY: DE 2005-102005037501 9 Aug 2005. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 29 Silylalkyl-substituted imidazolium salts [1-R1-2-R2-3-R3-4-R4-5-[ZSiRn(OR)3-n]C3N2]+X- and imidazolinium salts [1-R1-2-R2-3-R3-4-R4-4-R5-5-R6-5-[ZSiRn(OR)3-n]C3N2]+X- [1 and 2, resp.; R1-R6 = H, halo, optionally substituted C1-30 (hetero)organyl, preferably R1, R3 = steric-demanding groups; R = optionally substituted C1-30 (hetero)organyl; Z = bond, divalent C1-30 (hetero)organyl; X = anion; n = 0-3] useful as precursors for stable and reactive N-heterocyclic carbene transition metal catalysts, immobilizable on inorg. oxide surfaces having active surface OH-groups, were prepd. by condensation of hydroxy-substituted imidazolium and imidazolinium salts [1-R1-2-R2-3-R3-4-R4-5-(ZOH)C3N2]+X- and [1-R1-2-R2-3-R3-4-R4-4-R5-5-R6-5-(ZOH)C3N2]+X- with silylalkyl isocyanates O:C:NYSiRn(OR)3-n (Y = alkylene, same R). Subsequent immobilization of 1 and 2 was achieved by reaction with inorg. oxide in water-free inert aprotic solvents. In an example, 4,5-dihydro-1,3-dimesityl-4-[3-(triethoxysilyl)propylaminocarbonyloxyme thyl]imidazolium chloride (1a) was prepd. with 57% yield by condensation of 0.8 mmol of 4,5-dihydro-1,3-dimesityl-4-(hydroxymethyl)imidazolium chloride with 1.21 mmol of in triethoxy(3-isocyanatopropyl)silane in 10 mL of DMF in the presence of 0.48 mmol of 1,3-dimethyltetrahydro-2(1H)pyrimidinone and 0.08 mmol of SmI2 at 25° for 4 days. In another example, immobilization of 0.1 mmol of 1a by reaction with 200 mg of Kieselgel 60 with sp. surface of 500 m2 g-1 in 5 mL of dried THF at 25° for 20 h gave the product with specific loading of 0.27 mmol C g-1. .