Topic
Norbornadiene
About: Norbornadiene is a research topic. Over the lifetime, 2389 publications have been published within this topic receiving 38603 citations.
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24 Sep 2013
TL;DR: In this paper, a method for producing an ester compound is described, where a compound having at least one cyclic structure of a norbornene ring and an norbornadiene ring with an alcohol and carbon monoxide by using a palladium catalyst and an oxidizing agent is introduced.
Abstract: A method for producing an ester compound includes reacting a compound having at least one cyclic structure of a norbornene ring and a norbornadiene ring with an alcohol and carbon monoxide by using a palladium catalyst and an oxidizing agent, to thereby introduce ester groups to carbon atoms forming a double bond in the cyclic structure and obtaining the ester compound, wherein the palladium catalyst includes a palladium acetate having a nitrite ligand in an amount of 10% by mole or more in terms of metal, and the palladium acetate having a nitrite ligand is represented by the general formula (1): Pd 3 (CH 3 COO) 5 (NO 2 ).
1 citations
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TL;DR: In this paper, the reaction du deplacement du gaz a l'eau avec OH − is described as a reaction to the reaction of the gaz to the gas.
Abstract: Utilisation des complexes [Rh(diene)L 2 ] + , avec diene=bicyclo [2.2.1] heptadiene-2,5 ou cyclooctadiene-1,5 et L=phosphine tertiaire, comme precurseurs de la reaction du deplacement du gaz a l'eau avec OH −
1 citations
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TL;DR: In this paper, the cyclopentanone was always formed in these reactions and the reaction of disubstituted acetylenes such as dimethyl acetylenedicarboxylate and ethyl phenylpropiolate, respectively.
Abstract: Photochemical reactions of norbornadiene with substituted acetylenes in the presence of Fe(CO)5 gave various products of different types, depending on the nature of the acetylene. The results are summarized in Table 1. The cyclopentanone 1 was always formed in these reactions. In the reaction of disubstituted acetylenes such as dimethyl acetylenedicarboxylate and ethyl phenylpropiolate, the cyclopentenones 2 and 5 were formed, respectively. By contrast, propiolic esters produced the cyclohexenones 3 and 4, in which the ester group was attached on the β carbon with respect to the keto group. Plausible mechanisms for the formation of these products are shown in Schemes 7 and 8. The reaction of diphenylacetylene gave the cyclohexendione 7 as well as the cyclopentenone 6. Two enedione products 8 and 9 were obtained from the reaction of phenylacetylene. Compound 9 was converted to the aromatic diacetate 13 by heating with acetic anhydride in pyridine. On irradiation in the presence of Fe(CO)5 norbornene reacted similarly with dimethyl acetylenedicarboxylate and phenylacetylene to give the cyclopentenone 14 and the cyclohexenone 15, respectively. Compound 15, upon heating, isomerized to hydroquinone 16, which on acetylation gave the diacetate 17.
1 citations
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TL;DR: In this paper, a new class of bidentate diphosphite ligands was developed from inexpensive norbornadiene, which exhibited excellent enantioselectivities in the Rh(I)-catalyzed asymmetric hydrogenation of olefin derivatives (up to 99.9% ee).
Abstract: A new class of bidentate diphosphite and diphosphinite ligands has been developed from inexpensive norbornadiene. These ligands exhibited excellent enantioselectivities in the Rh(I)-catalyzed asymmetric hydrogenation of olefin derivatives (up to 99.9% ee).
1 citations
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07 Jun 1965
1 citations