28282-35-1

Upstream product

• 73733-09-2 bicyclo<5.1.0>octan-2-one tosylhydrazone 
• 201230-82-2 carbon monoxide 
• 7727-37-9 nitrogen 
• 32634-64-3 7,8-diazabicyclo<4.2.2>dec-7-ene 
• 32634-64-3 7,8-diazabicyclo<4.2.2>dec-7-ene 
• 65494-11-3 C₁₅H₁₅N₂O₂S^(1-)*Na⁽¹⁺⁾ 

Downstream Products

• 74-85-1 ethene 
• 3710-30-3 1,7-Octadiene 
• 110-83-8 cyclohexene 

Relevant academic research and scientific papers

Investigations into the Mechanism of Inter- And Intramolecular Iron-Catalyzed [2 + 2] Cycloaddition of Alkenes

Mechanistic studies are reported on the inter- and intramolecular [2 + 2] alkene cycloadditions to form cyclobutanes promoted by (tricPDI)Fe(N2) (tricPDI = 2,6-(2,4,6-tricyclopentyl)C6H2N = CMe)2

Deazetation of a Bicyclic Azo Compound: Product and Mechanistic Studies

In the deazetation of 7,8-diazabicyclodec-7-ene 2, the product distributions from direct and sensitised photolyses are different, as would be expected if a spin correlation effect operates.A larger difference, however, is found between the distributions from the two nominally singlet processes, thermolysis and the direct photolysis.Several trivial explanations for this are ruled out, and two explanations are put forward, involving the intermediacy of either a diazenyl biradical or two singlet electronic states of the tetramethylene biradical, cyclooctanediyl.

Deazetation of a Bicyclic Azo Compound: Resolution of a Stereochemical Ambiguity and Conformational Analysis of a Biradical

Development of a new approach has permitted a fuller analysis of the stereochemistry of deazetation of the stereospecifically deuteriated azo compound (1d) than could be achieved previously, in that it has proved possible to analyse 2H2>octa-1,7-diene for E,E-, E,Z,-and Z,Z-content.This has given results for the thermal and photochemical reactions that can be rationalised in terms of partial conformational equilibration of the biradical.

BICYCLOOCTA-2,6-DIEN-8-YLIDENE (HOMO-7-NORBORNADIENYLIDENE), A "FOILED" CARBENE

Bicycloocta-2,6-dien-8-ylidene nearly exclusively rearranges by 1,2-vinyl migrations.The interaction with the double bond of the six-membered ring dominates.

Unusual Stereochemistry in the Thermal Deazetation of a Bicyclic Azo Compound

Thermolysis of the stereospecifically deuteriated azo-compound (1D) led to bicyclo-octane (3) with complete retention and octadiene (4) with partial loss of stereochemistry.

EFFECT OF THE STRUCTURE OF BICYCLIC CARBENES ON THE DIRECTION OF THEIR STABILIZATION

By pyrolysis of the sodium salts of bicyclooctan-2-one and bicyclononan-2-one tosylhydrazones the corresponding carbenes were generated.The first of them undergoes fragmentation with the formation of 1-octen-7-yne and rearrangement to bicyclooct-6-ene, and the second rearranges to bicyclodec-8-ene and forms the products from transannular insertion, i.e., tricyclo2,4>decane and tricyclo2,4>decane.The difference in the direction of stabilization in these carbenes is due to the geometry of the arrangement of the three-membered ring in relation to the vacant p orbital.