Tadashi Yonemitsu

Facile, Convenient Synthesis of Highly Pure ω-Ferrocenylalkanethiols as Probes for Self-Assembled Monolayer (SAM) on Gold Surface

Abstract High purity synthesis of ω-ferrocenylalkanethiols (Fc(CH2)n−SH, n=6, 8, 11) was developed for their use in self-assembled monolayers on gold surface. The method employs a separation and purification of isothiuronium salt 6 to improve the purity of final products 7. The use of hazardous mercury in the Clemmensen reduction of acylferrocene 4 to alkylferrocenes 5 is avoided by an alternative LAH/AlCl3 reduction.

Benzo[i]naphtho[c,d]bicyclo[5.4.1]dodecan-12-one.

In the title compound, pentacyclo[11.8.1.1(3,11).0(7,23).0(15, 20)]tricosa-3,5,7,9,11(23),15,17,19-octaen-22-one, C(23)H(20)O, the bicyclo[5.4.1]dodecan-12-one moiety takes a rigid conformation in which the seven- and eight-membered rings take chair and boat-boat forms, respectively. The molecule has a non-crystallographic mirror symmetry perpendicular to the benzene and naphthalene planes.

Sulphur nitride in organic chemistry. Part 17. Preparation of 1,8-diaminocarbazole

Tetrasuiphur tetranitride (1) reacted with 5,5′-di-t-butylbiphenyl-2,2′-diol (3a–d) to give 4-(2-hydroxyphenyl)-2,1,3-benzothiadiazole (4a) and (4c), bi-2,1,3-benzothiadiazol-4-yl (5), and benzofurano[3,2-e]-2,1,3-benzothiadiazole (6), the yields of which were dependent upon the ortho substituent of (3) and an equimolar ratio of (1) : (3). Reduction of compound (5) with SnCl2in acetic acid-concentrated hydrochloric acid gave the imidazolyl-thiazole (11), while reduction with Sn in concentrated hydrochloric acid gave tetra-aminobiphenyl (9), which was diazotised to give the bitriazolyl (12). Compound (9) when heated in phosphoric acid give 1,8-diaminocarbazole (2)[27% yield from the dibromobiphenyldiol (3c)].

Preparation of 1,2-Diaminopyrene via a 1,2,5-Thiadiazole Route

In our search for a light-emitting material suitable for an elcctroluminescent display2.6), our attention was directed to pyrene <brivatives, as pyrene is strongly fluorescent. I,2-Diaminopyrene is a useful starting compound for heterocyc1e-annelated pyrenes, which are expected to exhibit <bcper-colorcd fluorescence than pyrene itself. Recently, the authors have <bvelopcd a preparative method for aromatic vicinal diamines by reduction of 1,2,5-thiadiazolo aromatics.•)