412 Works

Data Repository Project

Henry Rzepa
A FAIR Data project involving the design and deployment of a data repository containing enhanced features.

FAIR Data: Reversibility and reactivity in an acid catalyzed cyclocondensation to give furanochromanes ,“ a reaction at the oxonium-Prins€ vs. ortho-quinone methide cycloaddition™ mechanistic nexus

Henry Rzepa
Herein we report a combined experimental and computational investigation of the acid catalysed cyclocondensation reaction between styrenyl homoallylic alchohols and salicycaldehdyes to form furanochromanes. We disclose a previously unreported isomerisation of the âunnaturalâ trans-fused products to the diastereomeric ânaturalâ cis-fused congeners. Notwithstanding the appeal of assuming this corresponds to endo to exo isomerisation of Diels-Alder (D-A) adducts via concerted retro-cycloaddition/cycloaddition reactions of an in situ generated ortho-quinone methide with the styrenyl alkene, our combined Hammett/DFT...

Computation data for Henry Rzepa's blog

Henry Rzepa
Ancillary files for Blog at at http://www.ch.ic.ac.uk/rzepa/blog/

blog

Henry Rzepa
Portal project

The singlet and open shell high-spin states of [4], [6] and [8]-annulenes and their Kekule vibrational modes

Henry Rzepa
B2U mode force constants (mDyne/A) at the Def2-SVP basis set level: Singlet 1337 FC 4.9922 RM 4.7425 Quintet 1600 FC 17.4689 RM 11.5855 Septet 1361 FC 11.0797 RM 10.1574

NMR Spectra for Diastereopreference of intermediates in aminocatalysis: understanding and application to the chiral resolution of lactols

Henry Rzepa
NMR data in raw (Bruker) format, in raw + processed format (MestreNova) and including single use license for Mestranova per dataset. To open either the Bruker or the MestreNova dataset using MestreNova (download link https://mestrelab.com/download/mnova// ), download the .mnpub file for the corresponding dataset and open it in MestreNova. It contains a single use license file which will unlock all the capabilities of MestreNova without the need for prior licensing of this application.

Diastereopreference of intermediates in aminocatalysis: understanding and application to the chiral resolution of lactols

Henry Rzepa
Downstream intermediates are crucial for the reactivity and selectivity of many aminocatalytic reactions. They have been spectroscopically and crystallographically characterized and their reactivity has been examined under many different conditions. However, the extraordinary predominance of specific stereoisomers has been overlooked. Herein, we present an analysis of the stereopreference in aminocatalytic downstream intermediates, which reveals an inconspicuous mechanism of chiral recognition between the catalyst and the rest of the molecule. We propose a stereoelectronic model to...

Data associated with the paper: "Cellular memory enhances bacterial chemotactic navigation in rugged environments" by Gosztolai and Barahona

Mauricio Barahona
Simulation data for the project "Beyond local gradient-sensing: memory effects in bacterial chemotactic navigation" by Gosztolai and Barahona. The paper is on Arxiv as: https://arxiv.org/abs/1908.04316 . The paper is also on Biorxiv with DOI: https://doi.org/10.1101/733345 . The data was generated using the code in https://github.com/barahona-research-group/Chemotaxis-In-Rugged-Landscapes with DOI: 10.5281/zenodo.3365951 .

Computed relative free energies of cyclic chiral lactols

Henry Rzepa
Gaussian calculations, using an ultrafine pruned (99,590) grid quadrature (with lowest free energy examples recomputed at the larger superfinegrid pruned 175,974 grid sizes). Other keywords b3lyp scrf=(cpcm,solvent=chloroform) empiricaldispersion=gd3bj integral=(acc2e=12,grid=ultrafine) def2tzvpp

Rationalization and Application of the Stereopreference of Cyclic Downstream Aminocatalytic Intermediates

Henry Rzepa
Computed relative free energies of cyclic chiral lactols

Jordi

Henry Rzepa
Portal project

1st Year undergraduate synthesis laboratory

Henry Rzepa
The synthesis and characterisation of an organic ester

Carbon as a hydrogen bond acceptor: can dicarbon (C2) act in this manner?

Henry Rzepa
Gaussian 16 calculations

Can a carbon radical act as a hydrogen bond acceptor?

Henry Rzepa
Gaussian 16 calculations

Molecules of the year – 2019: twisty tetracene.

Henry Rzepa
Gaussian 16 calculations

Defluoroalkylation of Vinylic sp3 C–F Bonds of Industrially Relevant Hydrofluoroolefins

Nicholas Phillips
Defluoroalkylation of Vinylic sp3 C–F Bonds of Industrially Relevant Hydrofluoroolefins

Iterative Relay Cross Metathesis for the Ascent of the Terpenoids and Synthesis of a Diterpene Benzoate Macrolide of Biogenetic Relevance to the Bromophycolide Natural Product Family

Karim Bahou
We report a relay cross metathesis (ReXM) reaction for the ascent of the terpenoids in an iterative protocol. The protocol features the cross metathesis of a relay-actuated Δ6,7-functionalized C10-monoterpenoid alcohol with C10-monoterpenoid citral to form a C15-sesquiterpene. Subsequent functional group manipulation allows for the method to be repeated in an iterative fashion. The method is used for the synthesis of a diterpene-benzoate macrolide of biogenetic relevance to the bromophycolide family of natural products.

L-Malic acid: An exercise in conformational analysis impacting upon optical rotatory dispersion (ORD).

Henry Rzepa
Gaussian 16 calculations

Intramolecular Palladium(II)/(IV) Catalysed C(sp3)–H Arylation of Tertiary Aldehydes using a Transient Directing Group

Sahra St John-Campbell
Palladium catalysed β-C(sp3)–H activation of tertiary aldehydes using a transient imine directing group enables intramolecular arylation to form substituted indane-aldehydes. A simple amine bearing a methyl ether (2-methoxyethan-1-amine) was the optimal TDG to promote C–H activation and reaction with a proximal C–Br bond. Various substituted derivatives are prepared and the aldehyde functionality is exploited to derivatise the products. Preliminary mechanistic studies identify a reversible C–H activation, product inhibition and suggest that oxidative addition is the...

TD-DFT Investigation of Excited States of the Photosystem II Reaction Center - Gaussian Output Files

Maeve Kavanagh
This Collection contains output files (log and fchk) for TD-DFT calculations carried out on models of the Photosystem II Reaction center. Structures were taken from the 3ARC crystal structure of T. vulcanus.

A Relay Strategy Actuates Pre-Existing Trisubstituted Olefins in Monoterpenoids to Form New Trisubstituted Olefins by Cross Metathesis

Karim Bahou
Abstract: A retrosynthetic disconnection-reconnection analysis of epoxypolyenes – substrates that can undergo cyclization to podocarpane-type tricycles – reveals relay-actuated Δ6,7-functionalized monoterpenoid alcohols for ruthenium benzylidene catalyzed olefin cross metathesis with homoprenyl benzenes. Successful implementation of this approach provided several epoxypolyenes as expected (E:Z, ca. 2-3:1). The method is further generalized for the cross metathesis of pre-existing trisubstituted olefins in other relay-actuated Δ6,7-functionalized monoterpenoid alcohols with various other trisubstituted alkenes to form new trisubstituted olefins. Epoxypolyene...

Errors

Karim Bahou
Errors

Sign inversions in optical rotation as a function of wavelength (ORD spectra)

Henry Rzepa
Gaussian 16 calculations

The structure of tetrodotoxin

Henry Rzepa
Gaussian 16 calculations

Registration Year

  • 2015
    9
  • 2016
    55
  • 2017
    86
  • 2018
    91
  • 2019
    168
  • 2020
    3

Resource Types

  • Collection
    412

Affiliations

  • Imperial College London
    412