9-anthrylmethyl

Anthrylmethyl ethers, formed from the sodium salt of a phenol and 9-anthryl-methyl chloride in DMF, can be cleaved with CH3SNa (DMF, 25°, 20 min, 85-99% yield). They are also cleaved by CF3CO2H/CH2CI2 (0°, 10 min, 100% yield) they are stable to CF3C02H/dioxane (25°, 1 h). ... 

Anthrylmethyl chloride, Et3N, MeCN, reflux, 4-6 h, 70-90% yield. ... 

S-p-Methoxybenzyl, 460 S-o- or p-Hydroxy- or Acetoxybenzyl, 462 S-p-Nitrobenzyl, 462 S-2,4,6-Trimethylbenzyl, 462 S-2,4,6-Trimethoxybenzyl, 463 S-4-Picolyl, 463 S-2-Quinolinylmethyl, 464 S-2-Picolyl A/-Oxido, 464 S-9-Anthrylmethyl, 464 S-9-Fluorenylmethyl, 465 S-Xanthenyl, 465 S-Ferroceny I methyl, 466... 

Figure 6. Fluorometric HPLC of diarrhetic shellfish toxins A, AM (9-anthrylmethyl) esters of constituents which have a carboxylic acid column, Develosil ODS (Nomura Chem.) solvents, CH3CN-CH3OH-H2O (8 1 1) monitor ex. 365, em. 412 nm and B, AN (anthroyl) esters of PTXl and PTX4 column and solvents were the same as those in A monitor x. 365, em. 465.

Protection of the nitrogen in 4 faced the classical N- versus O-alkylation selectivity issue, which was solved by selection of the solvent system. The original protecting group, pMB, was replaced with 9-anthrylmethyl (ANM), which provided the best enantioselectivity with the newly discovered asymmetric addition to the ketimine. 

The scientists from Hong Kong reported83 on a sol-gel derived molecular imprinted polymers (MIPs) based luminescent sensing material that made use of a photoinduced electron transfer (PET) mechanism for a sensing of a non-fluorescent herbicide - 2,4-dichlorophenoxyacetic acid. A new organosilane, 3 - [N,V-bis(9-anthrylmethyl)amino]propyltriethoxysilane, was synthesized and use as the PET sensor monomer. The sensing MIPs material was fabricated by a conventional sol-gel process. 

The excited state properties of bis-a-9-anthrylmethyl ethers 23 closely resemble those of l,3-di-9-anthrylpropane derivatives. The photoexcited parent compound 23a deactivates by fluorescence (0 = 0.03) from the locally excited state only, and it isomerizes by intramolecular 4ji+4ji cycloaddition with a quantum yield of 0.32 [66]. By contrast, excimer emission (see Table 4) does characterize the excited state properties of the 10,10 -diphenyl derivative 23b, which does not undergo intramolecular cycloaddition for steric reasons [66,67]. 

Figure 4. Absorption spectra (a) of diastereomeric bis-9-anthrylethyl ethers 24a, and dual emission spectra (b) of racemic substituted bis-9-anthrylmethyl ethers 24 in cyclohexane at room temperature. (Reprinted with remission from Ref. 68. Copyright 1982 American Chemical Society).

Figure 5. Schematic view of parallel aligned anthracene moieties in (a) meso and (b) d,l-bis-9-anthrylmethyl ethers 24.

Di-9-anthrylethane and related derivatives topology, 144 9-anthraldehyde azines, 153 anthrone derivatives, 148 bis-a-9-anthrylmethyl ethers, 151 dianthrylacetone, 149... 

Fig. 12 High-performance liquid chromatographic resolution of the 9-anthrylmethyl esters of free fatty acids obtained from Heterosigma akashiwo cultured in axenic conditions. An aliquot (1/100 of 31 mg of phytoplankton) of the extract was injected. The peak of 20 5 corresponds to 746 ng. Unidentified peak with 0.42 in relative retention time with respect to 18 0. See text for chromatographic conditions.

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