Photoinduced organic reactions by pyrene catalysts

Synthesis ◽  
2022 ◽  
Author(s):  
Akira Shiozuka ◽  
Kohei Sekine ◽  
Yoichiro Kuninobu
Keyword(s):  
Electron Transfer ◽  
Excited State ◽  
Aromatic Hydrocarbons ◽  
Bond Cleavage ◽  
Redox Properties ◽  
Organic Reactions ◽  
Addition Reactions ◽  
Single Electron Transfer ◽  
Recent Developments ◽  
Polycyclic Aromatic

Pyrene is one of the most attractive polycyclic aromatic hydrocarbons (PAHs) in photochemistry. Based on their redox properties, pyrenes have potential as photosensitizers. In this review, we aim to summarize recent developments in pyrene-catalyzed photoinduced organic reactions via the process of energy transfer or single electron transfer based on the excited state of pyrenes. 1. Introduction 2. Photolysis involving N–O bond cleavage or decarboxylation 3. (Cyclo)addition reactions with styrenes 4. Transformations via cleavage of C–F, C–I, C–S, and C–N bonds 5. Reactions based on sensitization-initiated electron transfer (SenI-ET) 6. Miscellaneous transformations 7. Conclusion

Axially substituted phosphorous(v) corrole with polycyclic aromatic hydrocarbons: syntheses, X-ray structures, and photoinduced energy and electron transfer studies

2018 ◽  
Vol 42 (10) ◽  
pp. 8230-8240 ◽  
Author(s):  
B. Shivaprasad Achary ◽  
A. R. Ramya ◽  
Jagadeesh Babu Nanubolu ◽  
Sairaman Seetharaman ◽  
Gary N. Lim ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Excited State ◽  
Aromatic Hydrocarbons ◽  
State Energy ◽  
Excited State Energy ◽  
X Ray ◽  
Transfer Processes ◽  
Energy And Electron Transfer ◽  
Polycyclic Aromatic ◽  
Electron Transfer Processes

Excited state energy and electron transfer processes in naphthalene and pyrene appended phosphorous(v) corroles.

scholarly journals Cascades, Catalysis and Chiral Ligand Control with SmI2; The Rebirth of a Reagent

2020 ◽  
Vol 74 (1) ◽  
pp. 18-22
Author(s):  
Áron Péter ◽  
David J. Procter
Keyword(s):  
Electron Transfer ◽  
Cascade Reactions ◽  
Single Electron ◽  
Radical Reactions ◽  
Chiral Ligand ◽  
Single Electron Transfer ◽  
Recent Developments ◽  
Radical Cascade

This review focuses on recent developments from our laboratory in the field of radical reactions mediated by the archetypal reductive single electron transfer (SET) reagent, SmI2. Namely, we have expanded the scope of reducible carbonyl moieties to esters and amides and have exploited the resultant ketyl radicals in radical cascade reactions that generate unprecedented scaffolds. Moreover, we have taken the first steps to address the long-standing challenges of catalysis and chiral ligand control associated with the reagent.

scholarly journals Selective C-N σ Bond Cleavage in Azetidinyl Amides under Transition Metal-Free Conditions

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 459 ◽  
Author(s):  
Hengzhao Li ◽  
Zemin Lai ◽  
Adila Adijiang ◽  
Hongye Zhao ◽  
Jie An
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Transfer Reaction ◽  
Bond Cleavage ◽  
Electron Transfer Reaction ◽  
Amide Bond ◽  
Single Electron Transfer ◽  
Reaction Conditions ◽  
Metal Free ◽  
Single Electron Transfer Reaction

Functionalization of amide bond via the cleavage of a non-carbonyl, C-N σ bond remains under-investigated. In this work, a transition-metal-free single-electron transfer reaction has been developed for the C-N σ bond cleavage of N-acylazetidines using the electride derived from sodium dispersions and 15-crown-5. Of note, less strained cyclic amides and acyclic amides are stable under the reaction conditions, which features the excellent chemoselectivity of the reaction. This method is amenable to a range of unhindered and sterically encumbered azetidinyl amides.

scholarly journals Ultrafast dynamics in polycyclic aromatic hydrocarbons: the key case of conical intersections at higher excited states and their role in the photophysics of phenanthrene monomer

2019 ◽  
Vol 21 (31) ◽  
pp. 16981-16988 ◽  
Author(s):  
M. Nazari ◽  
C. D. Bösch ◽  
A. Rondi ◽  
A. Francés-Monerris ◽  
M. Marazzi ◽  
...  
Keyword(s):  
Excited State ◽  
Excited States ◽  
Aromatic Hydrocarbons ◽  
Ultrafast Dynamics ◽  
Simultaneous Presence ◽  
Conical Intersections ◽  
Polycyclic Aromatic ◽  
Adiabatic Transitions ◽  
Proper Interpretation ◽  
Higher Excited States

Proper interpretation of phenanthrene's and similar PAHs’ photocycle relies on two higher excited state relaxations due to the simultaneous presence of non-adiabatic and adiabatic transitions.

Substituent effects on homolytic versus heterolytic photocleavage of (1-naphthylmethyl)trimethylammonium chlorides

1987 ◽  
Vol 65 (7) ◽  
pp. 1599-1607 ◽  
Author(s):  
B. Foster ◽  
B. Gaillard ◽  
N. Mathur ◽  
A. L. Pincock ◽  
J. A. Pincock ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Excited State ◽  
Hydrogen Atom ◽  
Charge Distribution ◽  
Rate Constants ◽  
Bond Cleavage ◽  
Substituent Effects ◽  
Hydrogen Atom Transfer ◽  
Singlet Excited State ◽  
State Rate

Singlet excited state rate constants have been measured for both the heterolytic and homolytic photocleavage of 3- and 4-methoxy and 3- and 4-cyano (1-naphthylmethyl)trimethylammonium chlorides, 6–10. The results are interpreted in terms of the meta effect or changes in charge distribution upon excitation and the competition between bond cleavage, electron transfer, and hydrogen atom transfer in the contact pairs resulting from the two types of cleavage.

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