Preparation of Four Geometric Isomers of 4,6-Hexadecadienol, -dienal, and -dienyl Acetate and Their Electro-Antennographic Activity toward Male Eri-Silk Moths

1994 ◽  
Vol 58 (6) ◽  
pp. 1158-1161 ◽  
Author(s):  
Ichiro Tomida ◽  
Hidehiko Iwano ◽  
Jun Ono ◽  
Yoshihiko Hirai ◽  
Takao Fuse ◽  
...  
Keyword(s):  
Geometric Isomers ◽  
Eri Silk

scholarly journals Flutter-stimulating activities on male eri-silk moths, Philosamia cynthia ricini, of four geometric isomers of 4,9-tetradecadienyl formate.

1987 ◽  
Vol 51 (3) ◽  
pp. 939-940 ◽  
Author(s):  
Ichiro TOMIDA ◽  
Kenji IWAKOSHI ◽  
Satoshi KONO ◽  
Takeshi TAKAHASHI ◽  
Taiki MATSUNAGA ◽  
...  
Keyword(s):  
Geometric Isomers ◽  
Eri Silk

Flutter-stimulating Activities on Male Eri-Silk Moths, Philosamia cynthia ricini, of Four Geometric Isomers of 4,9-Tetradecadienyl Formate

1987 ◽  
Vol 51 (3) ◽  
pp. 939-940
Author(s):  
Ichiro Tomida ◽  
Kenji Iwakoshi ◽  
Satoshi Kono ◽  
Takeshi Takahashi ◽  
Taiki Matsunaga ◽  
...  
Keyword(s):  
Geometric Isomers ◽  
Eri Silk

Synthesis of the semi-rigid analogues of prothiadene and dithiadene as potential antidepressant and antihistamine agents: 11-[2-(Dimethylaminomethyl)cyclohexylidene]-6,11-dihydrodibenzo[b,e]thiepins and 4-[2-(dimethylaminomethyl)cyclohexylidene]-4,9-dihydrothieno-[2,3-c]-2-benzothiepins

1985 ◽  
Vol 50 (5) ◽  
pp. 1078-1088 ◽  
Author(s):  
Zdeněk Polívka ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Jan Metyš ◽  
Miroslav Protiva
Keyword(s):  
Hydrochloric Acid ◽  
Ir Spectrum ◽  
Title Compound ◽  
Dilute Hydrochloric Acid ◽  
Amino Alcohols ◽  
Geometric Isomers ◽  
Pharmacological Testing

Reaction of dibenzo[b,e]thiepin-11(6H)-one with 2-(dimethylaminomethyl)cyclohexylmagnesium chloride gave a mixture of stereoisomeric amino alcohols IX from which four homogeneous bases (IXa to IXd) were separated by chromatography. Dehydration of these compounds with boiling dilute hydrochloric acid afforded mixtures of racemic geometric isomers of the title compound VII, which were separated by crystallization. To the prevailing less polar base VIIa (E)-configuration was assigned on the basis of the IR spectrum. Using a similar procedure, thieno[2,3-c]-2-benzothiepin-4(9H)-one gave mixture of amino alcohols X from which three homogeneous stereoisomers X-A to X-C were isolated. Their dehydration resulted in both expected racemic geometric isomers VIII-A and VIII-B. Pharmacological testing proved the character of an antidepressant for the semi-rigid analogue of dithiadene VIII.

15N, 13C, and 1H NMR Spectra of Azo and Hydrazo Compounds Derived from 1,3,3-Trimethyl-2-methylidene-2,3-dihydroindole (Fischer Base)

1998 ◽  
Vol 63 (7) ◽  
pp. 1012-1020 ◽  
Author(s):  
Antonín Lyčka ◽  
Josef Jirman ◽  
Alois Koloničný
Keyword(s):  
Double Bond ◽  
Hydrochloric Acid ◽  
Nmr Spectra ◽  
Coupling Constants ◽  
Azo Compounds ◽  
Passive Component ◽  
Geometric Isomers ◽  
H Nmr ◽  
Fischer Base ◽  
Hydrazone Form

The 15N, 13C, and 1H NMR spectra were measured for azo and hydrazo compounds derived from 1,3,3-trimethyl-2-methylidene-2,3-dihydroindole (Fischer base), which is a passive component with a terminal methylidene group. Products prepared by coupling in hydrochloric acid exist in the corresponding hydrazone form as the E-isomers. Neutralization gives a mixture of two isomeric azo compounds which differ in the arrangement at the C(2)=C(10) double bond. This mixture was alkylated with methyl iodide to obtain the =N-N(CH3)- hydrazone derivatives. The geometric isomers were resolved based on the NOESY approach and the stereospecific behaviour of the 2J(15N,13C) coupling constants was studied for the 15N-labelled compounds.

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