Ortho-phenylene

Acids with ortho-Phenylene andperi-Naphthalenediyl Backbones. 53 61... 

Values of 0 measured by means of X-ray diffraction, dipole moment, electron diffraction, ultraviolet spectroscopy, and nmr spectroscopy for various sets of XpjtGXnp with G = ortho phenylene or cis-vinylene were successfully correlated with Eq. 58, supporting the validity of the model. 

C. Ambiphilic ligands featuring ortho-phenylene spacers... 

Melaimi, M. and Gabbai, F. P., Bidentate group 13 Lewis acids with ortho-phenylene and peri-naphthalenediyl backbones , Adv. Organomet. Chem., 2005, 53, 61-99. 

Interesting examples of intramolecular oxidative amination have recently been reported. Permanganate oxidation of the arylhydra-zones of 3-formyl-1-methylquinoxalinium salts leads to pyrazoloquinox-alinium salts (Scheme 24) (02MC68). The reactive a-position in the quinoxalium ring makes the addition of the hydrazone nitrogen easily possible. Oxidation of a DMSO solution of the condensation product of 2-formylquinoxaline with ortho-phenylene diamine... 

One route is by reaction between ortho phenylene diamine and a carboxylic group (or a carbonyl group in oxidising media)... 

A. A. Tolmachev, L. N. Babichenko, I. V. Komarov, S. V. Sereda, and A. K. Sheinkman, Plancher rearrangement in the reaction of l,3,3-trimethyl-2-cyanomethyleneindoline with ortho-phenylene-... 

Bidentate Group 13 Lewis Acids with ortho-Phenylene and peri -Naphthalenediyl Backbones... 

Indenopyrene IP orthophenylene pyrene 1,10-ortho-phenylene]pyrene 1,10-[1,2-phenylene]pyrene 2,3-ortho-phenylene pyrene ... 

The corresponding Pd and Pt dichloro complexes adopt similar square-pyramidal stmctures, but the M B interaction weakens significantly from Rh to Pt and Pd, in line with the decrease of the Lewis basicity of the metal. Despite the presence of ortho-phenylene linkers, the bisphosphine-borane ligands are remarkably flexible. They can accommodate facial as well as meridional coordination and the two phosphine anchors support but do not impose M B interactions. 

Fig. 6.6 PAVs with meta-, para- and ortho-phenylene units.

Treatment of aryl(aroyl)pyruvic acid ester metal chelates with ortho-phenylene-diamine and ethylenediamine is accompanied by an attack at the a-ketoester fragment, forming quinoxalones and piperazinones, respectively (95ZOR266, 99JFC(96)87) (Scheme 60). 

The reactions of butoxy(trifluoromethyl)enone 111 with 1,2-diamines (ortho-phenylene diamine and 1,2-ethylenediamine) lead to 1,5-diazepines 112 and 113 with ort/zo-aminophenol or ortho-aminothiophenol, the products are 1,5-oxazepines or... 

Another concept is based on neutral, polyfunctional Lewis-acid spacers for the construction of stair and ladder structures [103]. Ortho-phenylene(indium-bromide) 48 exists as a THF stabilized dimer. The p-orbitals at indium are orientated perpendicular to the diindacyclus. Reaction of 48 with pyrazine in a molar ratio of 1 1 or 1 2 in THF results in the stair-structured molecule 49 whereas in a molar ratio of 1 4 the ladder-structured 50 (both contain additional THF) is obtained (Fig. 7-11). The polymers are insoluble in nonpolar solvents... 

Figure 7-11. Molecular structure of ortho-phenylene/indium-bromide 48 and its coordination polymers 49, 50 by reaction with pyrazine.

Haneline, M.R. Tsunoda. M. Gabbai, F.P. 71-Complexa-tion of biphenyl, naphthalene, and triphenylene to trimeric perfluoro-ortho-phenylene Mercury. Formation of extended binary stacks with unusual luminescent properties. J. Am. Chern. Soc. 2002. 124 (14). 3737-3742. 

Scheme 9.3 Synthesis of oligo(ortho-phenylene ethynylene)s.

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