Dihydronaphthalenes structure

Neither compound exhibits properties that would suggest aromaticity. The NMR spectra are consistent with polyene structures. Both compounds are thermally unstable and revert back to dihydronaphthalenes ... 

Tanner et al. (58) investigated the asymmetric aziridination of styrene using bis(aziridines) such as 85. Low induction is observed with these ligands, Eq. 64. A significant electronic effect was noted with the p-fluoro-phenyl substituted bis(az-iridine) 85c (59). A binaphthyl-derived diamine was used as a ligand for the copper-catalyzed aziridination of dihydronaphthalene (81). The product was formed in 21% ee and 40% yield, Eq. 65. Other structurally related ligands proved to be less selective in this reaction. 

Dihydronaphthalen-1,4-iwmes from Isoindoles The naphthalen-l,4-imine derivatives 91-99 have been obtained by addition of acetylenedicarboxylic esters to the appropriate isoindoles. 3- ss Some such adducts react further with acetylenic esters (see Sections III, G and H), so that A -ethyl- and A-n-butylisoindole give 1 2 adducts with dimethyl aoetylenedicarboxylate instead. iV-Methylisoindole appears to be exceptional in giving an oily 2 1 adduct, for which structure (100) was suggested on analogy with the 2 1 adduct obtained from l,3-diphenylbenz[c]furan and acetylenedicarboxylic acid. ... 

Since different reactivity is observed for both the stoichiometric and the catalytic version of the arene-promoted lithiation, different species should be involved in the electron-transfer process from the metal to the organic substrate. It has been well-established that in the case of the stoichiometric version an arene-radical anion [lithium naph-thalenide (LiCioHg) or lithium di-ferf-butylbiphenylide (LiDTBB) for using naphthalene or 4,4 -di-ferf-butylbiphenyl (DTBB) as arenes, respectively] is responsible for the reduction of the substrate, for instance for the transformation of an alkyl halide into an alkyllithium . For the catalytic process, using naphthalene as the arene, an arene-dianion 2 has been proposed which is formed by overreduction of the corresponding radical-anion 1 (Scheme 1). Actually, the dianionic species 2 has been prepared by a completely different approach, namely by double deprotonation of 1,4-dihydronaphthalene, and its X-ray structure determined as its complex with two molecules of N,N,N N tetramethylethylenediamine (TMEDA). ... 

The effect of structural variation and the use of different caboxylate salts as cocatalysts was investigated by Pietikainen . The epoxidation reactions were performed with the chiral Mn(III)-salen complexes 173 depicted in Scheme 93 using H2O2 or urea hydrogen peroxide as oxidants and unfunctionalized alkenes as substrates. With several soluble carboxylate salts as additives, like ammonium acetate, ammonium formate, sodium acetate and sodium benzoate, good yields (62-73%) and moderate enantioselectivities (ee 61-69%) were obtained in the asymmetric epoxidation of 1,2-dihydronaphthalene. The results were better than with Ai-heterocycles like Ai-methylimidazole, ferf-butylpyridine. 

The reaction of a BMI with an acetylenic end-capped oligomer has been undertaken. The mechanism was thought to proceed according to the two pathways indicated in Fig. 21 either by a kind of ene synthesis with formation of an hypothetic cycloallene leading to a dihydronaphthalene derivative (pathway a) or by a condensation concerted with an hydride shift (pathway b). No experimental proof was given for the structure but the condensation of both oligomers gave an expected linear product with a better Glc than the one of BMI alone (324 J m 2 vs. 34 J m 2) [73]. 

Structural Analysis of the Spent Solvent The spent naphtha-lene-hs, extracted from the spent coal with ethyl ether, was examined for hydrogenation or dimerization of the solvent. No dihydronaphthalene or Tetralin were detected by lH NMR spectrometry. 

Tubulin-binding agents prepared by Pinney (4) consisting of dihydronaphthalene derivatives, (IV), exhibited potent tumor cell cytotoxicity by inhibiting the polymerization of a,(3-tubulin heterodimers into the microtubule structures and were used in the treatment of proliferation diseases. 

A minimal structural feature for di-rr-methane rearrangement of acyclic arylpropenes to occur in solution appears to be the presence of an additional phenyl group.A similar requisite seems valid also for cyclic 1,4-systems such as indenes, while the scope for 1,4-dihydronaphthalenes is uncertain. 

The first natural product in this family to be synthesized with this methodology was (+)-erogorgiaene (201) [142], and provided an excellent proof of concept for the more complex structures to follow (Scheme 50). Importantly, this synthesis began with racemic dihydronaphthalene precursor 205, and included a powerful enantiodivergent carbenoid transformation. In this key step, one enantiomer of the substrate was poised to react with the rhodium carbenoid to form the desired C-H... 

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