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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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TL;DR: The reaction between these two compounds occurred readily by addition of catalytic amount of AgClO4 to give [Pd(CR=CRCH2SCH3)Cl]2 (R= COOCH3).
Abstract: Insertion of RC≡CR (R= COOCH3) or 2,5-norbornadiene into the Pd–C bond of Pd(Ph3P) (CH2SCH3) (OCOCF3) gave the corresponding cis-addition product in good yield. Pd(Ph3P) (CH2SCH3)Cl was unreactive toward RC≡CR (R= COOCH3), however, the reaction between these two compounds occurred readily by addition of catalytic amount of AgClO4 to give [Pd(CR=CRCH2SCH3)Cl]2 (R= COOCH3).
8 citations
TL;DR: In this article, low-valent cobalt catalysts catlyse the reaction of norbornadiene with butadiene to form 5-butadienylnorborn-2-ene (I) with high specificity.
Abstract: Low-valent cobalt catalysts catlyse the reaction of norbornadiene with butadiene to form 5-butadienylnorborn-2-ene (I) with high specificity.
8 citations
TL;DR: In this article, the solar energy storage of four electron donating substituents, (push-push effect), X (X =−NH2,−OH) and four electron withdrawing substituent, (pull-pull effect) X(X = −CO2H,−CONH2, −NO2 and CN) were examined.
Abstract: The purpose of this research is to study the solar energy storage in norbornadiene (1)/quadricyclane (2) system by four direct attachments of substituents at two carbon atoms on both sides of the double bonds C2=C3 and C5=C6 in 1X and 2X; calculating the relative energies at B3LYP/6-311++G** level of theory. The solar energy storage of four electron donating substituents, (push-push effect), X (X =–NH2,–OH) and four electron withdrawing substituents, (pull-pull effect) X (X =–CO2H,–CONH2,–NO2 and CN) were examined. The solar absorption bands were calculated for 1X. The DFT calculations reveal that the bands were shifted to the visible spectrum region when the electron withdrawing substituents were used rather than the electron donating substituents.
8 citations
TL;DR: In this paper, the face-to-face D2h dimer of norbornadiene has been confirmed by the X-ray analysis of a single crystal of the 1,3-bis(methoxycarbonyl) derivative (2), monoclinic, space group C2/c, a= 16.570(6), b= 8.073(4), c= 12.151(4)A, β= 114.89(2)°, final R= 0.055, Rw=0.070.
Abstract: The proposed structure of garudane (1), the face-to-face D2h dimer of norbornadiene, has been confirmed by the X-ray analysis of a single crystal of the 1,3-bis(methoxycarbonyl) derivative (2), monoclinic, space group C2/c, a= 16.570(6), b= 8.073(4), c= 12.151(4)A, β= 114.89(2)°, final R= 0.055, Rw= 0.070. Detailed structural characteristics observed for (2) are compared with the isomeric D2d dimer (isogarudane)(3). Compound (1) is calculated to be 44 kcal mol–1 mere strained than (3). The demethylenation procedure on (1)—and the 1,4-bis homo[7] prismane (10) of similar structure—as a potential synthetic route to [6]- and [7]-prismanes (4) and (5) has advantages over the intramolecular [2 + 2]-photocyclization of polycyclic dienes [e.g.(12) and (13)] and the pinacolic coupling of polycyclic diketones [e.g.(14)]. These are discussed on the basis of strain analysis.
8 citations
TL;DR: In this paper, it was shown that the norbornadiene ligand rotates rapidly in such a way as to average environments of the olefinic carbon atoms (and the attached protons) though the 13 C spectrum shows evidence for slowing of this motion at −72°C.
8 citations