Unsaturated macrocyclic compounds. LVIII. Reaction of trans-1,4-dibromo-2-butene and trans-1,4-dichloro-2-butene with ethynylmagnesium bromide. Synthesis of precursors of fully conjugated 14-, 16-, 20-, and 26-membered ring cyclic compounds

1968 ◽  
Vol 90 (18) ◽  
pp. 4940-4945 ◽  
Author(s):  
Y. Gaoni ◽  
C. C. Leznoff ◽  
F. Sondheimer
2020 ◽  
Vol 22 (8) ◽  
pp. 2468-2473 ◽  
Author(s):  
Taimei Cai ◽  
Qiang Deng ◽  
Hailong Peng ◽  
Jin Zhong ◽  
Rui Gao ◽  
...  

Renewable C–C six-membered ring compound and high-density biofuel are synthesized using 5-hydromethylfurfural as a reactant.


1990 ◽  
Vol 45 (9) ◽  
pp. 1282-1290 ◽  
Author(s):  
Ralf Steudel ◽  
Eva-Maria Strauss ◽  
Detlef Jensen

The HPLC retention times of 25 cyclic compounds of type SexSy, (x = 0 · · · 8; y = 0 · · · 12) have been measured under identical conditions and are used to evaluate the factors which determine the retention. Linear relationships are derived for the dependence of retention (Ink'; k′ = capacity factor) on ring size, number of Se atoms, and number of SeS bonds per molecule for six-, seven-, eight-, and twelve-membered SexSy rings. These relationships allow the prediction of retention times for all SexSy heterocycles of these ring sizes (ca. 100 compounds). The results are applied to the qualitative analysis of mixed sulfur-selenium melts of two compositions: at a molar ratio of S : Se = 8.7 twenty-one HPLC signals have been observed for the CS2 extract of the quenched melt and assigned to SexSy rings of sizes 6··· 12. At S : Se = 0.33 mainly six-, seven-, and eight-membered species with cumulated Se atoms have been found.


Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5806
Author(s):  
Liang Liu ◽  
Hui Chen ◽  
Zhenqiang Yang ◽  
Junnian Wei ◽  
Zhenfeng Xi

Copper-catalyzed and organocopper-involved reactions are of great significance in organic synthesis. To have a deep understanding of the reaction mechanisms, the structural characterizations of organocopper intermediates become indispensable. Meanwhile, the structure-function relationship of organocopper compounds could advance the rational design and development of new Cu-based reactions and organocopper reagents. Compared to the mono-carbonic ligand, the C,N- and C,C-bidentate ligands better stabilize unstable organocopper compounds. Bidentate ligands can chelate to the same copper atom via η2-mode, forming a mono-cupra-cyclic compounds with at least one acute C-Cu-C angle. When the bidentate ligands bind to two copper atoms via η1-mode at each coordinating site, the bimetallic macrocyclic compounds will form nearly linear C-Cu-C angles. The anionic coordinating sites of the bidentate ligand can also bridge two metals via μ2-mode, forming organocopper aggregates with Cu-Cu interactions and organocuprates with contact ion pair structures. The reaction chemistry of some selected organocopper compounds is highlighted, showing their unique structure–reactivity relationships.


1978 ◽  
Vol 33 (7) ◽  
pp. 759-762 ◽  
Author(s):  
Herbert W. Roesky ◽  
Klaus Ambrosius

AbstractSeveral routes were investigated for the preparation of 3-CF3C6H4N[Si(CH3)3]2 2 and 3-CF3C6H4N[Sn(CH3)3]2 3. The latter compound reacts with 3-CF3C6H4NCO to yield [3-CF3C6H4(CH3)3SnN]2CO 4. A substituted urea 5 is also formed from [(CH3)3Si]2NCH3 and 3-CF3C6H4NCO. 5 is used for the preparation of cyclic compounds, with S2Cl2 the ten-membered ring (3-CF3C6H4NCONCH3S2)2 6 is formed. 5 and HN(SO2Cl)2 yield the six-membered ring 3-CF3C6H4NCONCH3(SO2)2NH 7. SeOCl2 and 5 react under formation of a spiro compound (S-CF3C6H4NCONCH3)2Se 8. The compounds were characterized on the basis of mass and 19F NMR spectra.


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