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Volumn 131, Issue 2, 2009, Pages 528-537

Multiphoton infrared initiated thermal reactions of esters: Pseudopericyclic eight-centered cis-elimination

Author keywords

[No Author keywords available]

Indexed keywords

A-THERMAL; AROMATICITY; GASPHASE; HELIUM BUFFER GAS PRESSURE; MULTIPHOTON; PENTADIENE; PRODUCT DISTRIBUTIONS; PSEUDOPERICYCLIC REACTION; PULSED CO; SECONDARY REACTIONS; SIGMATROPIC REARRANGEMENTS; THERMAL REACTIONS; TRANSITION STATE; TWO-STATE; UNIMOLECULAR REACTIONS;

EID: 67849115726     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja804812c     Document Type: Article
Times cited : (28)

References (96)
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    • Transition states related to 16 are designated as follows: first, the type of reaction is indicated, [3,3]-sigmatropic rearrangement, b-elimination or d-elimination, then cis or trans as related to the double bond geometries in reactants and products. For other transition states, the compound number of the starting material is also included.
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    • Pascal, Y. L.; Levisalles, J.; Normant, J.-M. Tetrahedron 1993, 49, 7679-7690. A chair transition state is also found for the rearrangement of allyl formate; this is 1.9 kcal/mol higher in energy than the boat transition state at the MP2/6-31G* + ZPE level. Attempts to locate a chair ttansition state corresponding to 3,3-c-t-TS were unsuccessful at the B3LYP/6-31G(d,p) level; the optimizations proceeded smoothly to give 3,3-c-t-TS.
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