Reduction of the benzene ring and of the olefinic double bond by electrolytically generated electrons

1969 ◽  
Vol 91 (15) ◽  
pp. 4191-4194 ◽  
Author(s):  
Heinz W. Sternberg ◽  
Raymond E. Markby ◽  
Irving Wender ◽  
David M. Mohilner
1964 ◽  
Vol 42 (4) ◽  
pp. 926-933 ◽  
Author(s):  
K. Tori ◽  
Y. Hata ◽  
R. Muneyuki ◽  
Y. Takano ◽  
T. Tsuji ◽  
...  

Proton magnetic resonance spectra of some norbornane derivatives having double bonds and (or) a benzene ring in the skeleton were studied. Differences in the chemical shifts between the bridge methylenes of norbornene and benzonorbornene and that of norbornane result from the diamagnetic anisotropy effect of a double bond or a benzene ring being in good agreement with the values calculated theoretically. However, in the norbornadiene derivatives which have two double bonds or one olefinic double bond with a benzene ring in a part of the skeleton, the signals of their bridge methylenes show extraordinarily larger downfield shifts by about 0.8 p.p.m. than those expected from the additive shielding due to each π-electron system. This anomaly is not observed in bicyclo[2.2.2]octane ring series. A large transannular interaction between two π-electron systems in that system would be a major contribution to the above anomaly.


2014 ◽  
Vol 70 (9) ◽  
pp. o1051-o1052 ◽  
Author(s):  
Ignez Caracelli ◽  
Stella H. Maganhi ◽  
Paulo J. S. Moran ◽  
Bruno R. S. de Paula ◽  
Felix N. Delling ◽  
...  

In the title compound, C17H14N2O6, the conformation about the C=C double bond [1.345 (2) Å] isE, with the ketone moiety almost coplanar [C—C—C—C torsion angle = 9.5 (2)°] along with the phenyl ring [C—C—C—C = 5.9 (2)°]. The aromatic rings are almost perpendicular to each other [dihedral angle = 86.66 (7)°]. The 4-nitro moiety is approximately coplanar with the benzene ring to which it is attached [O—N—C—C = 4.2 (2)°], whereas the one in theorthoposition is twisted [O—N—C—C = 138.28 (13)°]. The molecules associateviaC—H...O interactions, involving both O atoms from the 2-nitro group, to form a helical supramolecular chain along [010]. Nitro–nitro N...O interactions [2.8461 (19) Å] connect the chains into layers that stack along [001].


ChemInform ◽  
1987 ◽  
Vol 18 (23) ◽  
Author(s):  
M. ABDEL AZZEM ◽  
M. M. M. RAMIZ ◽  
E. A. GHALI ◽  
H. M. FAHMY ◽  
M. R. H. ELMOGHAYAR

1974 ◽  
Vol 52 (18) ◽  
pp. 3201-3205 ◽  
Author(s):  
Claude Briguet ◽  
Christian Freppel ◽  
Jean-Claude Richer ◽  
Miklos Zador

The oxidation of cyclohexene by ceric ammonium nitrate has been studied. In anhydrous DMSO the reaction leads to cyclohexene-3-nitrate, while in acetonitrile N-(cyclohexene-2-yl) acetamide is formed. Hydroxylated products are formed in the presence of water. The results obtained are explained in terms of the formation of an intermediate arising from the addition of the radical NO3• to the olefinic double bond. [Journal translation]


2021 ◽  
Author(s):  
Zhi-Peng Ye ◽  
Jie Gao ◽  
Xin-Yu Duan ◽  
Jianping Guan ◽  
Fang Liu ◽  
...  

An unprecedented electrochemical heterodifunctionalization of α-CF3 alkenes with benzenesulfonyl hydrazides was accomplished in this work, wherein a β-sulfonyl and a α-hydroxyl group were simultaneously incorporated across the olefinic double bond...


1991 ◽  
Vol 46 (9) ◽  
pp. 1169-1176 ◽  
Author(s):  
Wolfgang Rohde ◽  
Gert Fendesak

Dicobalt complexes of 3-vinylpropargylic alcohol derivatives react with biscyclooctenetricarbonyliron to give new chelate complexes of the iron tricarbonyl fragment with the olefinic double bond and the alcohol oxygen atom bound to the iron fragment. These compounds react upon heating in an inert solvent to give FeCo-alkynyl cluster complexes in high yields. One of these compounds has been structurally characterized by X-ray crystallography.


2002 ◽  
Vol 50 (7) ◽  
pp. 935-940 ◽  
Author(s):  
Naoko Morisaki ◽  
Hisayoshi Kobayashi ◽  
Yumiko Yamamura ◽  
Masuo Morisaki ◽  
Kazuo Nagasawa ◽  
...  

1980 ◽  
Vol 33 (6) ◽  
pp. 1261 ◽  
Author(s):  
MA Bennett ◽  
S Corlett ◽  
GB Robertson ◽  
WL Steffen

The ligands (L) (E)-2,2'-bis(diphenylphosphino)stilbene, (E)-o-Ph2PC6H4CH=CHC6H4PPh2-o (bdps), (E)-1,3-bis[2-(diphenylphosphino)phenyl]propene, (E)-o-Ph2PC6H4CH=CHCH2C6H4PPh2-o (bdpp), and (E)-1,3-bis[2-(diphenylphosphino)phenyl]but-1-ene,( E)-o-Ph2PC6H4CH=CHCHMeC6- H4PPh2-o (bdpb), form complexes of general formula M(CO)3L (M = Cr, Mo, W). N.m.r. (1H, 13C and 31P) and i.r. data indicate that the metal atoms are octahedrally coordinated by mutually trans phosphorus atoms and the double bond of the olefinic tertiary diphosphines and by meridionally disposed carbonyl groups. Conformational isomers of the complexes of bdpb can be detected by n.m.r, spectroscopy, but there is no evidence for similar conformers in the corresponding complexes of bdps and bdpp. The crystal and molecular structure of W(CO)3(bdpp),0.5CH2C12 has been determined by single-crystal X-ray diffraction analysis. The crystals are triclinic, space group PI, with a 10.1 13(Z), b 13.820(2), c 14.512(3) A, α 76.24(1), β 88.08(1), γ 76.31(1)°. The structure, solved by the heavy-atom method and refined to a conventional R of 0.049 for 8418 diffractometer data, confirms the conclusions drawn from spectroscopic studies. The olefinic double bond of bdpp is attached symmetrically to the metal atom [W-C(olefin) 2.403(8), 2.387(9) Ǻ] and is roughly parallel to the P-W-P axis. The C=C bond length of 1.359(11) Ǻ is only slightly longer than that expected for the free ligand and is indicative of relatively weak metal-olefin back-bonding. Other important bond lengths are: W-P 2.450(2), 2.462(2) Ǻ and W-C(C0) 2.020(7), 2.024(7) Ǻ (CO trans to CO) and 1.971(7) Ǻ (CO trans to olefin).


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