McMurry coupling reaction utilizes the low-valent titanium reagents and carbonyl compounds to produce olefins.

Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe S1 2.2222(19). . yes Fe S2 2.205(2). . yes Fe O1 1.884(5). . yes Fe O3 1.962(5). . yes Fe N1 1.926(5). . yes C12A C13B 1.64(2). . no C12A C12B 0.85(2). . no C12A C13A 1.38(2). . no C12A C16B 1.79(2). . no C12A C16A 1.46(2). . no C12B C13A 1.64(2). . no C12B C13B 1.37(2). . no C12B C16B 1.509(19). . no C12B C16A 1.75(2). . no C13A C13B 0.95(2). . no C14 C17 1.480(10). . no C14 C15 1.413(11). . no C16A C16B 1.10(3). . no C1 H1 0.95. . no C4 H4 0.95. . no C7 H7 0.99. . no C7 H7' 0.99. . no C8 H8 0.98. . no C8 H8' 0.98. . no C8 H8" 0.98. . no C10 H10 0.95. . no C13A H132 1.42. . no C13A H131 0.95. . no C13B H131 1.44. . no C13B H132 0.95. . no C16A H161' 0.99. . no C16A H161 0.99. . no C16A H42 1.41. . no C16B H162 0.99. . no C16B H162' 0.99. . no C16B H161' 0.55. . no C17 H17 0.98. . no C17 H17' 0.98. . no C17 H17" 0.98. . no Fe S2 C18 94.6(3). .. yes O5 S3 O6 109.1(3) 2_555. 2_555 yes O6 S3 O6 110.4(3). . 2_555 yes O5 S3 O6 109.0(3) 2_555. . yes O5 S3 O6 109.1(3). .. yes O5 S3 O5 110.1(3). . 2_555 yes O5 S3 O6 109.0(3). . 2_555 yes Fe O1 C6 125.5(4). .. yes Fe O3 C15 125.9(5). .. yes O4B O4A C16A 24.1(9). .. yes C16A O4B C16B 50(2). .. yes O4A O4B C16B 78.3(10). .. yes O4A O4B C16A 57.9(19). .. yes C7 O2 H21 100(7). .. no C16A O4A H41 109. .. no O4B O4A H41 117. .. no C16B O4B H161' 19. .. no C16A O4B H161' 68. .. no C16A O4B H42 134. .. no O4A O4B H161 107. .. no O4A O4B H42 168. .. no O4A O4B H161' 93. .. no C16A O4B H161 92. .. no H42 O4B H161 75. .. no C16B O4B H161 132. .. no H161' O4B H161 138. .. no C16B O4B H42 110. .. no H161' O4B H42 93. .. no H31 O7 H31' 139(14). .. no H33 O9 H33' 85(18). .. no H35 O11 H35' 143(17). .. no N3 N1 C1 114.3(5). .. yes Fe N1 N3 120.4(4). .. yes Fe N1 C1 125.3(5). .. yes C4 N2 C5 125.2(7). .. yes N1 N3 C9 113.7(5). .. yes Fe N5 N7 120.2(4). .. yes Fe N5 C10 125.7(5). .. yes N7 N5 C10 113.8(5). .. yes C13A N6A C13B 37.3(9). .. yes C13A N6A C14 124.7(12). .. yes C13B N6A C14 109.2(11). .. yes N6B N6A C13B 60.1(15). .. yes N6B N6A C14 74.2(16). .. yes N6B N6A C13A 97.4(18). .. yes N6A N6B C14 76.6(16). .. yes C13A N6B C13B 36.7(9). .. yes N6A N6B C13B 94.0(18). .. yes C13B N6B C14 123.8(13). .. yes C13A N6B C14 109.4(11). .. yes N6A N6B C13A 57.2(15). .. yes N5 N7 C18 113.6(5). .. yes C5 N2 H22 131(9). .. no C4 N2 H22 103(9). .. no H24 N4 H24' 120(12). .. no C9 N4 H24 111(8). .. no C9 N4 H24' 113(8). .. no C13B N6A H61 120. .. no N6B N6A H62 46. .. no C13A N6A H61 118. .. no N6B N6A H61 99. .. no C14 N6A H61 118. .. no C14 N6A H62 97. .. no C13B N6A H62 88. .. no H61 N6A H62 53. .. no C13A N6A H62 116. .. no N6A N6B H62 100. .. no N6A N6B H61 47. .. no C...

The ability to site-selectively modify micro-and nanosized particles has allowed for directed self-assembly in two and three dimensions. Site-selective modifi cation of particles can be a complicated task requiring the pre-organization of particles or enhanced particle fabrication methods. The aluminum silicate, zeolite L has been reported to undergo site-specifi c modifi cation at the zeolite channel entrances, post-fabrication in a solution-based method. The process by which the channel entrances are site selectively modifi ed is explored here. The preliminary step of charging the zeolite channels with aqueous acid allows for catalysis of covalent bond formation at the channel entrances. Three new end-specifi c modifi cation reagents are described based on silanol and silyl ether functional groups. These reagents are purifi ed by column chromatography and characterized by 1 H NMR spectroscopy and high resolution mass spectrometry (HRMS); they provide for reliable end modifi cation of zeolites L. Preferential reactivity at the channel entrances is also observed. The utility of the approach is demonstrated by modifying zeolite L with adamantane at the channel entrances. Site-specifi c self-assembly with β -cyclodextrin coated gold nanoparticles can be triggered with a chemical stimulus. The resulting multivalent host-guest interactions give gold clustered nanoparticles at the ends of the micrometer-sized zeolites.

Oleic acid, one of the major components of palm oil, has attracted much interest in modern oleochemistry. The internal olefin group in oleic acid is a useful functional group in the transformation of a fatty acid to other functional chemicals and materials. In this paper, we discuss the application of the olefin metathesis reaction by preparing a long-chain dicarboxylic acid and alkene from the ester of oleic acid. The internal olefin metathesis reaction of methyl oleate produced dimethyl 9-oktadecendioate and 9-octadecene in the presence of a ruthenium Grubbs II (second generation) catalyst with a 51% yield. We also found that there was a higher amount of the E isomer products than the Z isomer products.

Commercially available ZSM-5 was minimally treated as the catalyst to selectively acylate phenols. The ZSM-5 was simply immersed in ammonium nitrate in order to fill the pores with Brönsted acid to concentrate the catalytic reactions inside the pores. The reactions were carried out in liquid phase at 383 K. Acetic acid and propionic acid were chosen as the acyl substrate. Gas chromatography reveals two products which are phenyl acetate and almost exclusively para-hydroxyacetophenone meaning no ortho product observed. This para selectivity can be attributed to the pores of ZSM-5 where the reaction is assumed to be happening via intermolecular reaction. It is a relatively straightforward method in making para-hydroxyacetophenone which is known as paracetamol precursor. Copyright © 2018 BCREC Group. All rights reservedReceived: 29th June 2018; Revised: 1st August 2018; Accepted: 5th August 2018How to Cite: Roswanda, R., Sirampun, A.D., Mukti, R.R., Mujahidin, D. (2018). A Straightforward Selective Acylation of Phenols over ZSM-5 towards Making Paracetamol Precursors. Bulletin of Chemical Reaction Engineering & Catalysis, 13 (3): 573-587 (doi:10.9767/bcrec.13.3.2856.573-587)Permalink/DOI: https://doi.org/10.9767/bcrec.13.3.2856.573-587