Table 2.
Year |
Research Subject |
Main author |
Location |
Ref. |
---|---|---|---|---|
1932 |
Stereospecific cycloadditions of diazomethane |
K. von Auwers |
Marburg |
|
1934 |
Formula of diazomethane with correct Lewis structure |
H. Boersch |
Vienna |
|
1953 |
Mechanism of ozonolyses of alkenes |
R. Criegee |
Karlsruhe |
|
1954 |
Cycloadditions of diazomethane and phenyl azide to strained cycloalkenes |
K. Ziegler |
Mülheim/Ruhr |
|
1957–1959 |
Mechanism of diazoalkane and aryl azide cycloadditions to norbornene derivatives |
R. Huisgen |
Munich |
|
1960 |
General concept of 1,3‐dipolar cycloadditions |
R. Huisgen |
Munich |
|
1961 |
Reaction of cyclooctyne with phenyl azide |
G. Wittig |
Heidelberg |
|
1963 |
Review: “Kinetics and Mechanism of 1,3‐Dipolar Cycloadditions” |
R. Huisgen |
Munich |
|
1964 |
First calculations of activation enthalpies of alkene–diazoalkane cycloadditions |
O. E. Polansky, P. Schuster |
Vienna |
|
1965 |
First publication concerning the conservation of orbital symmetry |
R. B. Woodward, R. Hoffmann |
Cambridge/USA |
|
1967 |
Stereospecific ring‐opening of aziridines to give azomethine ylides and their cycloadditions |
R. Huisgen |
Munich |
|
1968 |
Proposal of the diradical mechanism for 1,3‐dipolar cycloadditions and Diels–Alder reactions |
R. A. Firestone |
Rahway |
|
1969 |
Woodward–Hoffmann Rules |
R. B. Woodward, R. Hoffmann |
Cambridge/USA, Ithaca |
|
1971 |
Application of the frontier orbital model for the classification of reactivities in 1,3‐dipolar cycloadditions and Diels–Alder reactions |
R. Sustmann |
Münster |
|
1972 |
Interpretation of the regioselectivity in 1,3‐dipolar cycloadditions with the frontier orbital model |
J. Bastide K. N. Houk |
Perpignan Baton Rouge |
|
1975 |
Ab initio calculations of the reaction mechanism of the 1,3‐dipolar cycloaddition |
D. Poppinger |
Canberra |
|
1978 |
Record stereospecificity of diazomethane cycloadditions |
R. Huisgen |
Munich |
|
1986 |
First two‐step 1,3‐dipolar cycloadditions of thiocarbonyl ylides via zwitterions |
R. Huisgen |
Munich |
|
2003 |
Concluding review: “1,3‐Dipolar Cycloadditions: Concertedness, Yes or No?” |
R. Huisgen |
Munich |
|
2007 |
Distortion/interaction model for interpretation of 1,3‐dipolar cycloadditions |
K. N. Houk |
Los Angeles |
|
2012 |
Olefin–carbonyl metathesis with the help of in situ generated azomethine imines |
T. H. Lambert |
New York |
|
2018 |
Analysis of the concerted reaction mechanism of diazoalkane–alkene cycloadditions employing nucleophilicity–electrophilicity parameters |
H. Mayr, A. R. Ofial, H. Zipse |
Munich |
|
2018 |
Last publication of R. Huisgen concerning 1,3‐dipolar cycloadditions: regioselectivity of heteroatom‐substituted alkynes with diazoalkanes |
M. Breugst, R. Huisgen, H.‐U. Reissig |
Cologne, Munich, Berlin |