Regioselective epoxidation of substituted bromoallenes.

DOI: 10.14469/hpc/442 Metadata

Created: 2016-04-28 17:42

Last modified: 2017-05-26 09:59

Author: Henry Rzepa

Co-author: Andrew White
Co-author: Areeb Mahtey
Co-author: D. Christopher Braddock

Quantum DFT calculations for the epoxidation transition state involving dimethyl dioxirane and bromoallenes 1,3-di-substituted with bulky groups. Note: The data is split across three sections (files, members and associated DOIs) for legacy reasons. The files are outputs that were not originally published at the time of calculations. The members are outputs published to this repository. The associated DOIs are outputs that were published to other repositories and not this one (DSpace-SPECTRa and Figshare)

Files

FilenameSizeTypeDescription
23-epoxide-3272.745691-10.14469-ch-20809.log 701KB chemical/x-gaussian-log TS for 2,3-epoxidation of 1,3-di-tert-butyl bromoallene, TZVP basis set
12-epoxide-3272.741646-10.14469-ch-20810.log 936KB chemical/x-gaussian-log TS for 1,2-epoxidation of 1,3-di-tert-butyl bromoallene, TZVP basis set, higher energy conformation
12-epoxide-3272.747998=1.4.log 586KB chemical/x-gaussian-log TS for 1,2-epoxidation of 1,3-di-tert-butyl bromoallene, TZVP basis set, lower energy conformation, Free energy barrier 24.78 kcal/mol
TS2-3272.836396-87229.log 507KB chemical/x-gaussian-log TS for ring opening of the product of 1,2-epoxidation of 1,3-di-tert-butyl bromoallene, TZVP basis set
12-epoxide-TS2-IRC.log 7MB chemical/x-gaussian-log IRC for ring opening of the product of 1,2-epoxidation of 1,3-di-tert-butyl bromoallene, TZVP basis set

Members

DOIDescription
10.14469/hpc/446 TS for 1,2-epoxidation of unsubstituted bromoallene
10.14469/hpc/657 TS for 2,3-epoxidation of unsubstituted bromoallene syn-periplanar
10.14469/hpc/447 TS for 2,3-epoxidation of unsubstituted bromoallene, anti-periplanar
10.14469/hpc/659 TS for 1,2-epoxidation of 1,1-di-t-butyl allene
10.14469/hpc/661 TS for 2,3-epoxidation of 1,1-di-t-butyl allene
10.14469/hpc/660 NBOs for 1,1-di-t-butyl allene
10.14469/hpc/1060 IRC for 2,3-epoxidation of 1,3-di-tert-butyl 1,2-epoxybromoallene by DMDO, TZVP basis set.
10.14469/hpc/443 TS for 1,2-epoxidation of 1,3-di-tert-butyl bromoallene, QZVP basis set.
10.14469/hpc/444 TS for 2,3-epoxidation of 1,3-di-tert-butyl bromoallene, QZVP basis set.
10.14469/hpc/450 Product of 1,3- di-tert butyl bromoallene + DMDO, 2,3-epoxidation. TZVP basis set.
10.14469/hpc/464 Reactant for 1,3- di-tert butyl bromoallene + DMDO 1,2-epoxidation, including NBOs
10.14469/hpc/1064 Reactant for 1,3-di-tert-butyl 1,2-epoxybromoallene, 2,3-epoxidation wth DMDO.
10.14469/hpc/1141 Supporting information for Stable Bromoallene Oxides

Associated DOIs

DOIDescription
10.1039/C3CC46720A Epoxidation of Bromoallenes Connects Red Algae Metabolites by an Intersecting Bromoallene Oxide - Favorskii Manifold
10.1039/C6CC06395K Published article: Stable bromoallene oxides
10.14469/ch/192634 TS for 2,3-epoxidation of 1,3-di-adamantyl bromoallene, TZVP basis set
10.14469/ch/192636 TS for 1,2-epoxidation of 1,3-di-adamantyl Bromoallene, TZVP basis set
10.14469/ch/192637 Product of 1,3- di-tert butyl bromoallene + DMDO 1,2-epoxidation, TZVP basis set.
10.14469/ch/192639 Reactant of 1,3- di-tert butyl bromoallene + DMDO for 1,2-epoxidation, TZVP basis set.
10.14469/ch/20809 TS for 2,3-epoxidation of 1,3-di-tert-butyl bromoallene, TZVP basis set
10.14469/ch/22280 IRC for 1,3-di-tert butyl bromoallene 1,2-epoxidation, TZVP basis set, acetone

Metadata

KeyValue
inchikey AHEBEAOFRAQELP-UHFFFAOYSA-N

Edit