Bis 4-methoxy-l -naphthyl

While the photodimerization of bis(l-naphthylmethyl) ether was acknowledged somewhat earlier 39), the photodimers were first characterized and the quantum yield of the dimerization determined by Todesco et al. U2). Both the syn- and anti-photodimers were formed in roughly equal amounts, and the quantum yield for formation of the anti-dimer was independent of solvent. However, the quantum yields for formation of the syn-dimer and for excimer fluorescence were found to vary with solvent such that their sum was independent of solvent. The fact that irradiation of l,3-bis(l-naphthyl)-1-propanol yields only the syn-photodimer 113> indicates that the conformational properties of oxygen are largely responsible for anii-dimerization in the ether compound. The possibility of photodimerization was unfortunately not considered in the fluorescence studies of protonated bis (1-naphthylmethyl) amine 115>, l,3-bis(4-methoxy-l-naphthyl) propane 116>, and meso-bis( 1 -(1 -naphthyl-ethyl) ether 13). 

There is evidence both for and against the contention that only (me excimer fluorescencepeakandlifetimeispossibleforbis(l-naphthyl)compoundshavingn = 3. Studies of l,3-bis(l-naphthyl)propane9,107,lls,129) and bis(l-naphthylmethyl)ether 39.ii4.iis) jjj various solvents over a range of temperatures have found only one excimer fluorescence peak and decay rate (even though there appear to be two possible excimer structures in the ether compound 114). On the other hand, fluorescence peaks attributed to two excimer types have been recorded at 28,200 and 26,700 cm-1 for meso-bis( 1 -(1 -naphthyl)-ethyl)ether13), and at 27,000 and 24,400 cm-1 both for the compound l,3-bis(4-methoxy-l-naphthyl)propane and for l,3-bis(4-hydroxy-l-naphthyl)propane U6). 

A mixture of ca. 93%-H2S04 and acetic acid added slowly at 0 to a stirred mixture of ethyl diethoxyacetate, a-methoxynaphthalene, and acetic acid, stirring continued 2 hrs. at 0, then allowed to stand at room temp, overnight ethyl bis-(4-methoxy-l-naphthyl) acetate. Y 80%. G. Broquet-Borgel and R. Que-let, C.r. 249, 1761 (1959). 

Bis-[2-bcnzoyl-phcnyl]- 678 Bis-[4-tert.-butyl-benzyl)- 625 Bis-[cyan-mcthyl]- 703 Bis-[3,4-dichlor-benzyl]- 625 Bis-[diphenylmethyl]- 609 Bis-[4-methoxy-phcnyIJ- 625 Bis-[4-methyI-benzyl]- 625 Bis-[4-methyI-phenyI]- 625 Bis-[1 -naphthyl-(l )-iithyl]- 609 Bis-[3-oxo-butyI]- 585 Bis-[tridecafluor-hexyl]- 624 Cyanmcthyl- -chlorid 702 Dibenzyl- 622 Dicyclohexyl- 609 Didecyl- 623 f. 

Methoxy-2-[3-hydroxy-butin-( l)-yl-(3)]- 73 6-Mcthoxy-2-[4-hydroxy-pentadien-( 1,2)-yl-(4)]-aus 4-Hydroxy-4-[6-methoxy-naphthyl-(2)l-l-trimethylammoniono-pentin-(1 )-jodid und Natrium-bis-[2-methoxy-athoxy]-dihydrido-aluminat 73... 

Di-p-acetato-bis- [l-(4-methoxy-phenylazo)-2-naphthyl]-palladium lm Ein Gemisch von 1,50 g (5,73 mol) l-(4-Mcthoxy-phenylazo)-naphthalin in 15 ml Chloroform und 1,29 g (5,75 mol) Palladium(II)-acetat in 10 ml Chloroform wird 90 h bei 20° aufbewahrt und dann zur Trockene eingeengt. Der feste Riickstand wird aus Dichlormethan/Petrolether umkristallisiert Ausbeute 1,53 g (63%) Schmp. 196,5 (Zers.). 

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