X-Ray determination of the structure of a new insecticide, 2,2-di-(p-ethoxyphenyl)-3,3-dimethyloxetan

Photochemical Synthesis of Oxetans

“…(l8t) Even the presence of a methyl group adjacent to the carbonyl group (which might be expected to lead to photoenolisation, cf. Scheme 8) does not apparently hinder these photocycloadditions, as evidenced by the reaction of 2-methylpropene with 2-benzoyl-3-methylthiophen(l82) or with related 3-benzoylthiophens. (l83) Examples of the Patemo-BUchi reaction involving carboxylic ester derivatives are much rarer than those for simple carbonyl compounds.…”

“…(3,4) Although oxetans are not commonplace as natural products, they may have significant properties: the oxetan 2 for example, made from 4,4' -diethoxybenzophenone and 2-methylpropene, has insecticidal activity. (8) The much sought after thromboxane A2 molecule 3/ 9 ) the biological "counterpart" of the prostaglandins, is an example of a naturally occurring bicyclic oxetan which might be approached by photochemical reactions. Alternatively, oxetans may serve as intermediates in organic synthesis, and various chemical reactions of oxetans which have been developed are summarized at the end of this chapter.…”

3-tert-Butyl-4-methyl-2-phenyl-3-(trimethylsilyloxy)oxetane and 2-(2-Benzyloxyphenyl)-3-tert-butyl-3-(trimethylsilyloxy)oxetane

“…The non-planarity can also be seen from the ring torsion angles, which are clearly different from zero [O1--C2--C3--C4 5.8(2) in (I) and -14.2(2) ° in (II)]. Previous single-crystal X-ray investigations on substituted oxetane derivatives (Seitz et al, 1994;Khan, Morris, Smith & Walsh, 1991;Morris, Smith & Walsh, 1987;George & Gilardi, 1986;Hospital, Leroy, Bats & Moulines, 1978;Holan, Kowala & Wunderlich, 1973) show that the puckering angles can vary from 0 to 22.9 (2) °. Furthermore, the crystal structure of unsubstituted oxetane has been determined at temperatures of 90 and 140 K (Luger & Buschmann, 1984); the ring exhibits a non-planar structure with puckering angles of 10.7(1) ° at 90K and 8.7(2) ° at 140 K.…”

Structural studies of polychlorinated hydrocarbons. V. 1,1,1,2-Tetrachloro-2,2-bis(p-chlorophenyl)ethane and 1,1,1-tribromo-2,2-bis(pchlorophenyl)ethane

“…In order to investigate the relationship between stereochemistry and insect toxicity in DDT analogues, the crystal structures of a number of these compounds have been determined (DeLacy & Kennard, 1972a,b;Holan, Kowala & Wunderlich, 1973;Lauher & Ibers, 1975;Kamakura & Kodama, 1975;Arora & Bates, 1976;Smith, Kennard & White, 1976;Hovm611er, Norrestam & Palm, 1977;Shields, Kennard & Robinson, 1977;Smith & Bennett, 1977;Smith, Kennard & Whitnall, 1977;Smith, Kennard & White, 1978;Hovm611er & G6the, 1978). This paper reports the structures of l,l,l,2-tetrachloro-2,2-bis(p-chlorophenyl)ethane (I) and 1,1,1-tribromo-2,2-bis(p-chlorophenyl)ethane (II).…”