TY - JOUR
T1 - Quantum Tunneling Instability in Pericyclic Reactions
T2 - The Cheletropic, Coarctate, and Ene Cases
AU - Frenklach, Alexander
AU - Amlani, Hila
AU - Kozuch, Sebastian
N1 - Publisher Copyright:
© 2024 American Chemical Society
PY - 2024/6/21
Y1 - 2024/6/21
N2 - Some retro-pericyclic reactions, as a result of their high exothermicity and short trajectories, are the perfect ground for heavy atom tunneling molecular decompositions, also known as “quantum tunneling instability” (QTI). Considering this effect, in our first installment [ Frenklach, A. ; Amlani, H. ; Kozuch, S. Quantum Tunneling Instability in Pericyclic Reactions. J. Am. Chem. Soc. 2024, 146 (17), 11823−11834, DOI: 10.1021/jacs.4c00608], we computed several retro-Diels-Alder reactions, predicting that many studied reactants cannot be isolated. Herein, we will explore the QTI of retro-cheletropic, coarctate, and ene exemplars, where again we hypothesize the impossibility to detect their reactants.
AB - Some retro-pericyclic reactions, as a result of their high exothermicity and short trajectories, are the perfect ground for heavy atom tunneling molecular decompositions, also known as “quantum tunneling instability” (QTI). Considering this effect, in our first installment [ Frenklach, A. ; Amlani, H. ; Kozuch, S. Quantum Tunneling Instability in Pericyclic Reactions. J. Am. Chem. Soc. 2024, 146 (17), 11823−11834, DOI: 10.1021/jacs.4c00608], we computed several retro-Diels-Alder reactions, predicting that many studied reactants cannot be isolated. Herein, we will explore the QTI of retro-cheletropic, coarctate, and ene exemplars, where again we hypothesize the impossibility to detect their reactants.
UR - http://www.scopus.com/inward/record.url?scp=85195565593&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.4c01635
DO - 10.1021/acs.orglett.4c01635
M3 - Article
C2 - 38847371
AN - SCOPUS:85195565593
SN - 1523-7060
VL - 26
SP - 5157
EP - 5161
JO - Organic Letters
JF - Organic Letters
IS - 24
ER -