scholarly journals Frontispiz: Photochemical Generation of Chiral N,B,X-Heterocycles by Heteroaromatic C−X Bond Scission (X=S, O) and Boron Insertion

2018 ◽  
Vol 130 (31) ◽  
Author(s):  
Soren K. Mellerup ◽  
Cally Li ◽  
Julian Radtke ◽  
Xiang Wang ◽  
Quan-Song Li ◽  
...  
Keyword(s):  
Photochemical Generation ◽  
Bond Scission

Photochemical Generation of Chiral N,B,X-Heterocycles by Heteroaromatic C−X Bond Scission (X=S, O) and Boron Insertion

2018 ◽  
Vol 57 (31) ◽  
pp. 9634-9639 ◽  
Author(s):  
Soren K. Mellerup ◽  
Cally Li ◽  
Julian Radtke ◽  
Xiang Wang ◽  
Quan-Song Li ◽  
...  
Keyword(s):  
Photochemical Generation ◽  
Bond Scission

scholarly journals Frontispiece: Photochemical Generation of Chiral N,B,X-Heterocycles by Heteroaromatic C−X Bond Scission (X=S, O) and Boron Insertion

2018 ◽  
Vol 57 (31) ◽  
Author(s):  
Soren K. Mellerup ◽  
Cally Li ◽  
Julian Radtke ◽  
Xiang Wang ◽  
Quan-Song Li ◽  
...  
Keyword(s):  
Photochemical Generation ◽  
Bond Scission

Photochemical Generation of Chiral N,B,X-Heterocycles by Heteroaromatic C−X Bond Scission (X=S, O) and Boron Insertion

2018 ◽  
Vol 130 (31) ◽  
pp. 9782-9787 ◽  
Author(s):  
Soren K. Mellerup ◽  
Cally Li ◽  
Julian Radtke ◽  
Xiang Wang ◽  
Quan-Song Li ◽  
...  
Keyword(s):  
Photochemical Generation ◽  
Bond Scission

CH3OH Selective Oxidation to HCHO on Z-Scheme Fe2O3/g-C3N4 Hybrid: The Rate-Determining Step of C-H bond Scission

2021 ◽  
pp. 130086
Author(s):  
Sheng Huang ◽  
Bang-Feng Zheng ◽  
Zi-Yuan Tang ◽  
Xiu-Qiong Mai ◽  
Ting Ouyang ◽  
...  
Keyword(s):  
Selective Oxidation ◽  
Rate Determining Step ◽  
Bond Scission

Reactions of the ambident super-electrophile series: the 2-(nitroaryl)-4,6-dinitrobenzotriazole 1-oxides with isopropoxide ion. Pathways of decomposition of the anionic σ-adducts

1994 ◽  
Vol 72 (1) ◽  
pp. 218-226 ◽  
Author(s):  
Julian M. Dust ◽  
Erwin Buncel
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Adduct Formation ◽  
Resonance Spectroscopy ◽  
Energy Profiles ◽  
Meisenheimer Complexes ◽  
Bond Scission ◽  
Relative Selectivity

To elucidate the reactivity of super-electrophiles such as 4,6-dinitrobenzofuroxan as compared to normal electrophiles such as 1,3,5-trinitrobenzene, reaction of isopropoxide ion (iPrO−) with a series of ambident super-electrophiles was studied by 400 MHz 1H nuclear magnetic resonance spectroscopy. The 2-(nitroaryl)-4,6-dinitrobenzotriazole 1-oxides, 1–3, possess both a super-electrophilic (C-7) site and a normal electrophilic (C-1′) site. Nucleophiles can demonstrate selectivity for attack at C-7, which leads to formation of persistent anionic σ-adducts (Meisenheimer complexes), as compared to C-1′, which leads to N-2:C-1′ bond scission. The most reactive substrate, 2-(2′,4′,6′-trinitrophenyl)-4,6-dinitrobenzotriazole 1-oxide (Pi-DNBT, 1) was found to be the least selective substrate in C-7 adduct formation, while 2-(2′,4′-dinitrophenyl)- and 2-(4′-nitrophenyl)-4,6-dinitrobenzotriazole 1-oxides (DNP-DNBT, 2, and NP-DNBT, 3, respectively) showed increasing selectivity towards iPrO−, in turn. These results are discussed on the basis of overall selectivity for C-7 adduct formation and the relative selectivity of iPrO− as compared to methoxide and tert-butoxide ions. The conclusions are illustrated using comparative energy profiles. In terms of pathways for decomposition of the adducts, the C-7 adducts decompose via dissociation back to substrate and nucleophile and, thence, through C-1′ adduct formation to the scission products. However, for 1, the C-7 adduct 1a has now been found to decompose to 7-isopropyl-2-picryldinitrobenzotriazole, 1c. The possible mechanism of this formal internal redox will be discussed.

Photochemical generation of benzene–naphthalene biplanemers

2005 ◽  
Vol 46 (30) ◽  
pp. 4975-4977 ◽  
Author(s):  
Derong Cao ◽  
Herbert Meier
Keyword(s):  
Photochemical Generation
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