Naphtho-1,2,3-triazines and Related Compounds

This class has not received attention in CHEC-II(1996), except for one example of a cycloaddition, while the 

In addition, tables of individual compounds of type 170-173 known prior to the mid-1970s have been given 1978HC(33)3 . UVA is spectral data of various naphtho[l,8- ]triazines have been listed in Table 11 (Section 9.01.3.4). Relevant chemical information on the title compounds that appeared after 1975 is given below. 

When prepared in benzene, 1,8-dehydronaphthalene does not react with fullerene Cso but with the solvent to generate 6b,10a-dihydrofluoranthene, which in turn undergoes a [4+2] cycloaddition to Ceo, generating 1,2-(7,10-etheno-6b,7,8,9,10,1 Oa-hexahydrofluorantheno) [60]fullerene 1994TL6661 . 

In addition to the light-induced reactions already reviewed elsewhere 1978HC(33)3 , the reductive degradation of 4 to 1-aminonaphthalene by irradiation in triethyl- or diethylamine as solvent should be mentioned 2002TH1 . 2-Methylnaphtho[l,8-r/i ]-l,2,3-triazin-2-ium-l-ide 5a is photostable toward broad-band UV or 254nm irradiation in ether (298 K) or in the crystal (303 and 213 K), but upon excimer laser excitation (351 nm) at 10 or 85 K the blue color of 5a is bleached with formation of the triaziridine 184 (Equation 60). The latter is stable in liquid methyltetra-hydrofuran (MTHF) at 110 K but is degraded upon 254 nm irradiation to several colorless products 1986AGE828 see also Section 9.01.3.4 and Table 11. 

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