68235-07-4Relevant academic research and scientific papers
Photolytic, thermal, addition, and cycloaddition reactions of 2-diazo-5,6- and -3,8-disubstituted acenaphthenones
Blair, Patricia A.,Chang, Sou-Jen,Shechter, Harold
, p. 7123 - 7133 (2004)
Preparation and varied thermal and photolytic reactions of 2-diazo-5,6-(disubstituted)acenaphthenones (11a-d) and 2-diazo-3,8- dimethoxyacenaphthenone (12) are reported. Alcohols react thermally and photolytically with 11a-c with losses of N2 to yield 2-alkoxynaphthenones (24a,b and 47a,b) and acenaphthenones (25 and 48a,b). Aniline and diphenylamine are converted by 11a-c at 180°C to acenaph[1,2-6]indoles (29a,b and 53a,b). Thermolyses of 11a-c at ～450°C (0.15 mmHg) yield reduction products 25 and 48a,b, respectively. Wolff rearrangements to 1,8-naphthyleneketenes (15a-d) and/or their derivatives are not observed in the above experiments. Oxygen converts 11a-c thermally to acenaphthenequinones (19a-c) and/or 1,8-naphthalic anhydrides. Insertion, addition, substitution, and/or isomerization reactions occur upon irradiation of 2-diazoacenaphthenones in cyclohexane, benzene, and tetrahydrofuran. Photolysis of 11d in benzene in the presence of O2 yields the insertion-oxidation product 2-hydroxy-5,6-dinitro-2-phenylacenaphthenone (60). Photolyses of 11a-c in nitriles result in N2 evolution and dipolar cycloaddition to give acenaph[1,2-d]oxazoles (41 and 61a,b). Acetylenes undergo thermal and photolytic cycloaddition/1,5-sigmatropic rearrangement reactions with 11a-d with N2 retention to give pyrazolo[5,1-a]quinolin-7-ones (69f-j). 2-Diazoacenaphthenones 1a and 11a react thermally and photolytically with electronegatively-substituted olefins with N2 expulsion to yield (E)- and (Z)-2-oxospiro[acenaphthylene-1(2H),1′cyclopropanes] 73a-c and 74a-c, respectively. The mechanisms of the reactions of la, 11a-d, and 12 reported are discussed.
Desing and Synthesis of New Acidic EDTA-Type Complex Ligands
Leppkes, Reinhard,Voegtle, Fritz,Luppertz, Friedhelm
, p. 926 - 933 (2007/10/02)
The terminus "stereology" is defined in the sense of a spatially more or less analogous arrangement - referred to a mother substance - of two or more molecular parts relative to each other.The concept developed therefrom is explained using examples.It can be applied for the desing of new compound families in different fields of chemistry.This is experimentally established with novel acidic complexones of the EDTA-type.The stability constants measured potentiometrically between the EDTA-stereologous bis(aminediacetic acids) 2d, 6d, 8d and alkaline earth metal cations are discussed especially with respect to a cooperative donor engagement.
