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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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Journal ArticleDOI
TL;DR: In this article, the HTDA conditions of aqueous acetic acid at 250 °C gave via norbornanediols and norbornenols as intermediates, the sink-product aldehydes 3, 4, 5, and norcamphor (6).
Abstract: The hydration of norbornadiene (1) under the HTDA conditions of aqueous acetic acid at 250 °C gives via norbornanediols and norbornenols as intermediates, the sink-product aldehydes 3, 4, 5, and norcamphor (6). When the reaction is carried out in deuterated medium on the average, 2.5 atoms of deuterium are incorporated into each of the products. Hydration of benzonorbornadiene (2) at 250 °C gives the alcohols 40 and 41 and the acetates 42a and 42b as products. When the hydration is carried out in deuterated medium, while only one atom of deuterium is incorporated into the [2.2.1]-framework, exchange of the aromatic moiety proceeds to completion.

1 citations

Patent
14 Jul 1999
TL;DR: In this article, the authors proposed a new compound of an oligomer obtained by connecting norbornadiene molecules with a π conjugation system, capable of sufficiently absorbing a wide range of a visual light region, good in durability for repeated structural change and useful as a material for an optical device.
Abstract: PROBLEM TO BE SOLVED: To obtain a new compound of an oligomer obtained by connecting norbornadiene molecules with a π conjugation system, capable of sufficiently absorbing a wide range of a visual light region, good in durability for repeated structural change, and useful as a material for an optical device. SOLUTION: The new compound is a norbornadienyl derivative of formula I [R1 and R2 are each a 1-4C alkyl; R3 and R4 are each H or a 1-4C alkyl; A1 and A2 are each an electron attractive substituent (e.g. perfluoroalkyl); Ar1 and Ar2 are each an aromatic group or a heteroaromatic group; (l) is 2-5; (m) and (n) are each 1-5]. The compound of formula I is preferably obtained by reacting a cyclopentadiene derivative of formula II with an alkyne compound of formula III in the presence of a solvent. The compound of formula II is preferably obtained by coupling a compound of formula IV with an organometallic compound prepared from the compound of formula IV in the presence of a metal complex. COPYRIGHT: (C)2001,JPO

1 citations

Journal ArticleDOI
TL;DR: In this article, it was shown that when the carbonium ion intermediates are long-lived, the R+⋯ O−surface species reacts with dihydrogen in a [2 + 2]-type reaction.
Abstract: Silica–alumina catalyses the gas phase hydrogenation of norbornadiene and 1-chloroadamantane at the surprisingly moderate temperature of 90 °C showing that when the carbonium ion intermediates are long-lived the R+⋯ O–—surface species reacts with dihydrogen in a [2 + 2]-type reaction, and does so far more readily than the corresponding H+⋯ O–—cation–anion pair.

1 citations

Journal ArticleDOI
TL;DR: In this paper, the 13C NMR spectra of all known dimers and trimers of norbornadiene were obtained and the principles governing the changes in chemical shifts depending on the orientation interactions of the fragments were determined.
Abstract: We have obtained the13C NMR spectra of all known dimers and trimers of norbornadiene. We have determined the principles governing the changes in chemical shifts depending on the orientation interactions of the fragments and carried out the stereochemical assignment of all known isomers. We have shown the agreement of the configurations of the latter determined by the13C NMR method with their structures previously established by other methods.

1 citations

Journal ArticleDOI
TL;DR: An unusual ring contraction rearrangement occurs in the reactions of trifluoroethoxy/aryloxy λ3-cyclotriphosphazanes and the bicyclic phosphazane, (EtN)5P4(OPh)2 (L) with tetrachloro-1,2-benzoquinone (TCB) to give λ5-cyclodiphosphazane.
Abstract: An unusual ring contraction-rearrangement occurs in the reactions of trifluoroethoxy/aryloxy λ3-cyclotriphosphazanes and the bicyclic phosphazane, (EtN)5P4(OPh)2 (L) with tetrachloro-1,2-benzoquinone (TCB) to give λ5-cyclodiphosphazanes. The bicyclic phosphazane monoxide, (EtN)5P4(O)(OPh)2 (L′) undergoes oxidative addition with TCB with retention of the P4N5 ring. Treatment of bicyclic phosphazane L and its monoxide L′ with [Mo(CO)4(NBD)] (NBD = norbornadiene) gives the chelate complexes [Mo(CO)4(P-P)] (P-P = L or L′). The structures of the products have been elucidated by high field 31P NMR and X-ray crystallographic studies.

1 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202316
202240
202133
202040
201930
201829