Cleavage of BN triple bonds by main group reagents

2018 ◽  
Vol 54 (59) ◽  
pp. 8210-8213 ◽  
Author(s):  
Lena Winner ◽  
Alexander Hermann ◽  
Guillaume Bélanger-Chabot ◽  
Oscar F. González-Belman ◽  
J. Oscar C. Jiménez-Halla ◽  
...  
Keyword(s):  

A silylene and a 1,2-diaminoalkyne respectively cleave the strong BN triple bond in iminoboranes.

1983 ◽  
Vol 61 (6) ◽  
pp. 1073-1076 ◽  
Author(s):  
Suzanne R. Abrams ◽  
Donato D. Nucciarone ◽  
Warren F. Steck

The lithium and sodium salts of 1,2-diaminoethane, 1,3-diaminopropane, n-butylamine, and the lithium salt of isobutylamine were studied as potential reagents for isomerization of triple bonds in alkyn-1-ols. The sodium salts of the diamines afforded high yields of the ω-alkyn-1-ol. Somewhat surprisingly, the sodium salt of n-butylamine also effects isomerization to the terminal position. The lithium salt of 1,3-diaminopropane gave the highest conversion of 2- to 3-alkyn-1-ol. A novel, selective rearrangement of one triple bond of a diynol, a 2, ω- to 3, ω-diyn-1-ol isomerization, was incorporated into a synthesis of the insect sex pheromone 3,13-octadecadienol acetate.


ChemInform ◽  
1987 ◽  
Vol 18 (16) ◽  
Author(s):  
J. ROHRMANN ◽  
W. A. HERRMANN ◽  
E. HERDTWECK ◽  
J. RIEDE ◽  
M. ZIEGLER ◽  
...  

Synthesis ◽  
2021 ◽  
Author(s):  
Toshimichi Ohmura ◽  
Kaito Yagi ◽  
Takeru Torigoe ◽  
Michinori Suginome

Intramolecular addition of a C(sp3)–H bond of a dimethylamino group across a C–C triple bond in 2-alkynyl-N,N-dimethylanilines was effectively catalyzed by a new iridium complex IrCl(DTBM-SEGPHOS)(C2H4) in mesitylene at 150 °C. The intramolecular C(sp3)–H addition was followed by double bond isomerization to afford 3-substituted indoles in good to high yields.


1982 ◽  
Vol 37 (9) ◽  
pp. 1155-1162 ◽  
Author(s):  
Johann W. Buchler ◽  
Christine Dreher ◽  
Kiong Lam Lay

AbstractThe first complexes containing a manganese-nitrogen triple bond, nitrido(octaethylporphinato) manganese(V) [MnN(OEP)]** and nitrido[meso-tetra(p-tolyl)porphinato]manganese( V) [MnN(TTP)], are prepared by hypochlorite oxidation of the corresponding methoxomanganese( III) porphyrins, Mn(OEP)OMe and Mn(TTP)OMe, in the presence of ammonia. The red, pentacoordinated, diamagnetic species are identified by UV/VIS-, IR-, 1H NMR, and mass spectra. While the isoelectronic oxochromium(IV) or oxomolybdenum( IV) porphyrins behave as weak oxidants or reductants, respectively, the nitridomanganese( V) unit in the square pyramidal environment is chemically remarkably stable.


1987 ◽  
Vol 109 (22) ◽  
pp. 6796-6816 ◽  
Author(s):  
Malcolm H. Chisholm ◽  
David L. Clark ◽  
John C. Huffman ◽  
William G. Van der Sluys ◽  
Edward M. Kober ◽  
...  

2012 ◽  
Vol 2012 ◽  
pp. 1-7 ◽  
Author(s):  
Minoru Yamaji ◽  
Hajime Maeda ◽  
Yasuaki Nanai ◽  
Kazuhiko Mizuno

Pyrenes substituted with tert-butylethynyl, trimethylsilylethynyl, and trimethylsilylbutadiynyl groups were prepared, and the fluorescence yields (Φf), lifetimes, and triplet-triplet absorption were measured in cyclohexane. Upon introduction of the groups possessing triple bond(s) to the pyrene skeleton, the fluorescence rate (kf) increased. The variation of the terminating groups did not appreciably affect the Φf and kf values. Increasing the number of the triple bond, the kf values increased by the magnitude of order whereas the Φf were not varied. The effect of the ethynyl groups on the kf values was rationalized by the Strickler-Berg equation considering an increase of the 1La transition moment. Triplet-triplet absorption spectra of pyrene derivatives were obtained. The intersystem crossing rates (kisc) increased upon increasing the number of triple bonds terminated with the trimethylsilyl group whereas those between ethynylpyrenes were independent of the terminating groups. Heavy atom effect failed to rationalize the enhancement of the kisc values upon adding the triple bond to the pyrene moiety.


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