Ni-catalyzed non-activated C-S bond cleavage at ambient temperature for the synthesis of sulfur-containing polycyclic compounds

2021 ◽  
Author(s):  
Takanori Shibata ◽  
Ayato Sekine ◽  
Mika Akino ◽  
Mamoru Ito
Keyword(s):  
Ambient Temperature ◽  
Bond Cleavage ◽  
Polycyclic Compounds ◽  
Intramolecular Reaction ◽  
Sulfur Containing

A Ni-catalyzed intramolecular reaction of diarylthioether-tethered 1,8-diynes gave sulfur-containing tetracyclic compounds at ambient temperature. The transformation was initiated by non-activated sp2 C-S bond cleavage along with consecutive alkyne insertions. A...

scholarly journals Transcriptomic response of Gordonia sp. strain NB4-1Y when provided with 6:2 fluorotelomer sulfonamidoalkyl betaine or 6:2 fluorotelomer sulfonate as sole sulfur source

2020 ◽  
Vol 31 (4-6) ◽  
pp. 407-422
Author(s):  
Eric M. Bottos ◽  
Ebtihal Y. AL-shabib ◽  
Dayton M. J. Shaw ◽  
Breanne M. McAmmond ◽  
Aditi Sharma ◽  
...  
Keyword(s):  
Potential Role ◽  
Bond Cleavage ◽  
Transformation Products ◽  
Sulfur Source ◽  
Transcriptomic Response ◽  
Film Forming ◽  
Total Proteome ◽  
Polyfluoroalkyl Substances ◽  
Sulfur Containing ◽  
Nitrogen Bond

Abstract Perfluoroalkyl and polyfluoroalkyl substances (PFAS) are environmental contaminants of concern. We previously described biodegradation of two PFAS that represent components and transformation products of aqueous film-forming foams (AFFF), 6:2 fluorotelomer sulfonamidoalkyl betaine (6:2 FTAB) and 6:2 fluorotelomer sulfonate (6:2 FTSA), by Gordonia sp. strain NB4-1Y. To identify genes involved in the breakdown of these compounds, the transcriptomic response of NB4-1Y was examined when grown on 6:2 FTAB, 6:2 FTSA, a non-fluorinated analog of 6:2 FTSA (1-octanesulfonate), or MgSO4, as sole sulfur source. Differentially expressed genes were identified as those with ± 1.5 log2-fold-differences (± 1.5 log2FD) in transcript abundances in pairwise comparisons. Transcriptomes of cells grown on 6:2 FTAB and 6:2 FTSA were most similar (7.9% of genes expressed ± 1.5 log2FD); however, several genes that were expressed in greater abundance in 6:2 FTAB treated cells compared to 6:2 FTSA treated cells were noted for their potential role in carbon–nitrogen bond cleavage in 6:2 FTAB. Responses to sulfur limitation were observed in 6:2 FTAB, 6:2 FTSA, and 1-octanesulfonate treatments, as 20 genes relating to global sulfate stress response were more highly expressed under these conditions compared to the MgSO4 treatment. More highly expressed oxygenase genes in 6:2 FTAB, 6:2 FTSA, and 1-octanesulfonate treatments were found to code for proteins with lower percent sulfur-containing amino acids compared to both the total proteome and to oxygenases showing decreased expression. This work identifies genetic targets for further characterization and will inform studies aimed at evaluating the biodegradation potential of environmental samples through applied genomics. Graphic Abstract

Palladium-catalyzed C(carbonyl)–C bond cleavage of amides: a facile access to phenylcarbamate derivatives with alcohols

2018 ◽  
Vol 54 (62) ◽  
pp. 8606-8609 ◽  
Author(s):  
Xufei Yan ◽  
Huihui Sun ◽  
Haifeng Xiang ◽  
Da-Gang Yu ◽  
Daibing Luo ◽  
...  
Keyword(s):  
Bond Activation ◽  
Bond Cleavage ◽  
Palladium Catalyzed ◽  
Sulfur Containing

A sulfur-containing auxiliary enabled palladium-catalyzed C(carbonyl)–C bond activation of amides was reported to form phenylcarbamate derivatives with alcohols.

Ambient-Temperature Carbon–Oxygen Bond Cleavage of an α-Aryloxy Ketone with Cp2Ti(BTMSA) and Selective Protonolysis of the Resulting Ti–OR Bonds

2012 ◽  
Vol 31 (21) ◽  
pp. 7625-7628 ◽  
Author(s):  
Addison N. Desnoyer ◽  
Beata Fartel ◽  
K. Cory MacLeod ◽  
Brian O. Patrick ◽  
Kevin M. Smith
Keyword(s):  
Ambient Temperature ◽  
Bond Cleavage ◽  
Oxygen Bond

A concise synthesis of indene-based polycyclic compounds via FeCl3-catalyzed cascade cyclization

2018 ◽  
Vol 5 (7) ◽  
pp. 1165-1169 ◽  
Author(s):  
Xiang Su ◽  
Panpan Wu ◽  
Wenfeng Liu ◽  
Chao Chen
Keyword(s):  
Transition Metal ◽  
Metal Salt ◽  
Bond Cleavage ◽  
Environment Friendly ◽  
Polycyclic Compounds ◽  
Propargylic Alcohols ◽  
Cascade Cyclization ◽  
Transition Metal Salt ◽  
Earth Abundant

An efficient and straightforward protocol to complex indene-based polycyclic compounds via the cascade cyclization of propargylic alcohols and alkenes was developed. The catalyst FeCl3, as an Earth-abundant and environment friendly transition metal salt, is attractive. This reaction proceeded through unusual C–C bond cleavage.

scholarly journals Polycyclic Compounds Affecting Electrical Tree Growth in Polypropylene Under Ambient Temperature

IEEE Access ◽  
2020 ◽  
Vol 8 ◽  
pp. 8886-8898 ◽  
Author(s):  
Lewei Zhu ◽  
Boxue Du ◽  
Zhonglei Li ◽  
Hongna Li ◽  
Kai Hou
Keyword(s):  
Ambient Temperature ◽  
Tree Growth ◽  
Polycyclic Compounds ◽  
Electrical Tree

Potential Controlled-Release Herbicides from 2,4-D Esters of Starches

Weed Science ◽  
1974 ◽  
Vol 22 (5) ◽  
pp. 415-418 ◽  
Author(s):  
C. L. Mehltretter ◽  
W. B. Roth ◽  
F. B. Weakley ◽  
T. A. McGuire ◽  
C. R. Russell
Keyword(s):  
Acetic Acid ◽  
Controlled Release ◽  
Ambient Temperature ◽  
Bond Cleavage ◽  
Dichlorophenoxy Acetic Acid ◽  
Acetic Acid Esters ◽  
Acid Esters

Unmodified, cyanoethylated, and crosslinked corn starches were reacted with 2,4-dichlorophenoxyacetyl chloride in pyridine to produce the corresponding 2,4-D [(2,4-dichlorophenoxy)acetic acid]esters of high acyl content. Hydrolysis studies at pH 6 and 8 at ambient temperature showed that these insoluble compositions liberated varying amounts of 2,4-D and soluble 2,4-D esters by ester link and glucoside bond cleavage, respectively, at rates that indicate their possible use as controlled-release herbicides.

Cluster Chemistry. XLIII. Sulfur-Carbon Bond Cleavage Reactions in the Hydrogenation of Some Sulfur-Containing Ruthenium Carbonyl Cluster Complexes: X-Ray Structure of Ru3(μ-H)2(μ3-S)(μ-(Z)-Ph2PCH=CHPPH2)(CO)7

1986 ◽  
Vol 39 (7) ◽  
pp. 1109 ◽  
Author(s):  
MI Bruce ◽  
OB Shawkataly ◽  
MR Snow ◽  
ERT Tiekink
Keyword(s):  
Least Squares Method ◽  
Bond Cleavage ◽  
Unit Cell Parameters ◽  
Tertiary Phosphine ◽  
Cluster Chemistry ◽  
X Ray ◽  
Cell Parameters ◽  
Ruthenium Carbonyl ◽  
Cleavage Reactions ◽  
Sulfur Containing

Reactions between Ru3(μ-H)(μ3-SBut)(CO)9 and dppm have given Ru3(μ-H)(μn- SBut)(μ-dppm)(CO)10-n(n = 2,3); hydrogenation of all three complexes resulted in S-C bond cleavage and formation of Ru3(μ-H)2(μ3-S)(CO)7(L2) [L2 = (CO)2, μ-dppm]. Facile substitution of 2CO in Ru3(μ-H)2(μ3-S)(CO)9 by dppm, dpam or ebdp (L2), catalysed by Na+[Ph2CO]- or [ppn][OAc], gave Ru3(μ-H)2(μ3-S)(μ-L2)(CO)7, in which the bis-tertiary phosphine (or arsine) bridges an edge of the Ru3 triangle, with the P (or As) atoms occupying equatorial positions. In the case of L2 = ebdp, this edge is also bridged by H, as shown by a single-crystal X-ray structure determination. Crystals of the title compound are mcnoclinic, space group P21/n, with unit cell parameters a 13.454(3), b 17.748(2), c 14.706(2) Ǻ, and β 94.50(1)°. The structure was refined by a full-matrix least-squares method; at convergence R and Rw were 0.036 and 0.038, respectively, for 4729 reflections with I ≥ 3.0σ(I).

Gold-catalyzed dual C–C bond cleavage of biphenylenes bearing a pendant alkyne at ambient temperature

2020 ◽  
Vol 18 (30) ◽  
pp. 5826-5831 ◽  
Author(s):  
Hideaki Takano ◽  
Sari Okazaki ◽  
Shun Nishibe ◽  
Takeharu Ito ◽  
Natsumi Shiozawa ◽  
...  
Keyword(s):  
Ambient Temperature ◽  
Room Temperature ◽  
Bond Cleavage ◽  
Gold Catalyst ◽  
Skeletal Rearrangement ◽  
Cationic Gold

We report a catalytic skeletal rearrangement of biphenylenes with a pendant alkyne moiety at room temperature by a cationic gold catalyst, which involves the cleavage of two bonds: the C–C bond of biphenylene and the C(sp)–C(sp2 or sp3) bond.

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