Reactions of unactivated olefins with Vilsmeier reagents

1992 ◽  
Vol 70 (7) ◽  
pp. 2040-2045 ◽  
Author(s):  
Alan R. Katritzky ◽  
Irina V. Shcherbakova ◽  
Robert D. Tack ◽  
Peter J. Steel
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
X Ray ◽  
Inverse Electron Demand ◽  
Unsaturated Aldehydes ◽  
Diels Alder Reaction ◽  
Electron Demand

Reactions of N-formylmorpholine/POCl3 with several unactivated olefins yield the corresponding α,β-unsaturated aldehydes. Norbornene affords with dimethylformamide/POCl3 a product formed by a novel inverse-electron demand Diels–Alder reaction of an acyclic 2-azoniodiene. The structure of this product was confirmed by X-ray analysis. Crystals are monoclinic: a = 8.025(3), b = 11.670(3), c = 9.309(4) Å, β = 108.03(3)°, P21, Z = 2; the structure was refined to R = 0.044 for 1379 independent observed reflections.

Single wall carbon nanotube (SWCNT)–gold nanorod (AuNR) conjugates via thermally-mild reaction conditions

2017 ◽  
Vol 41 (21) ◽  
pp. 12392-12396 ◽  
Author(s):  
Siting Ni ◽  
Jun Zhu ◽  
Mohamed Amine Mezour ◽  
R. Bruce Lennox
Keyword(s):  
Carbon Nanotube ◽  
Covalent Binding ◽  
Alder Reaction ◽  
Diels Alder ◽  
Gold Nanorod ◽  
Reaction Conditions ◽  
Single Wall Carbon ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Electron Demand

A thermally-mild method for covalent binding of SWCNTs to AuNRs, based on an inverse-electron-demand Diels–Alder reaction, is established and discussed.

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