Data for Arylboronic Acid-Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols

Original, unprocessed data for all novel compounds in the associated paper. Data available includes 1H, 13C, 19F, and 11B Nuclear Magnetic Resonance (NMR) data, copies of mass spectrometry data, and copies of infra-red (IR) spectra.

Subjects:
Chemical synthesis

Cite this dataset as:
Estopina-Duran, S., Mclean, E., Donnelly, L., Hockin, B., Taylor, J., 2020. Data for Arylboronic Acid-Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols. Bath: University of Bath Research Data Archive. Available from: https://doi.org/10.15125/BATH-00892.

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Data

Dehydrative … Research Data.zip
application/zip (99MB)
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Raw and processed research data.

Creators

Susana Estopina-Duran
University of St Andrews

Euan Mclean
University of St Andrews

Liam Donnelly
University of St Andrews

Bryony Hockin
University of St Andrews

Documentation

Data collection method:

Full experimental details for the preparation of each compound can be found in the Supplementary Information of the associated paper. Infrared spectra were recorded on either a Shimadzu IRAffinity-1 Fourier transform IR spectrophotometer fitted with a Specac Quest ATR accessory (diamond puck) or on a Perkin-Elmer PerkinElmer Spectrum 100 ATR-FTIR spectrometer. Spectra were recorded of either thin films or solids, with characteristic absorption wavenumbers (νmax) reported in cm–1. 1H, 13C{1H}, and 19F{1H} NMR spectra were acquired on either a Bruker AV300 (1H 300 MHz; 13C{1H} 75 MHz; 19F{1H} 282 MHz), a Bruker AV400 (1H 400 MHz; 13C{1H} 101 MHz; 19F{1H} 376 MHz), a Bruker AVII 400 (1H 400 MHz; 13C{1H} 101 MHz; 19F{1H} 376 MHz), a Bruker Neo 400 (1H 400 MHz; 13C{1H} 101 MHz; 19F{1H} 376 MHz), a Bruker AVIII-HD 500 (1H 500 MHz, 13C{1H} 126 MHz, 19F{1H} 470 MHz, 11B 160 MHz), a Bruker AVIII 500 (1H 500 MHz, 13C{1H} 126 MHz, 19F{1H} 470 MHz, 11B 160 MHz), or an Agilent ProPulse 500 (1H 500 MHz, 13C{1H} 126 MHz, 19F{1H} 470 MHz) in the deuterated solvent stated. All chemical shifts are quoted in parts per million (ppm) relative to the residual solvent peak. All coupling constants, J, are quoted in Hz. Multiplicities are indicated as s (singlet), d (doublet), t (triplet), q (quartet), m (multiplet), and multiples thereof. The abbreviation Ar denotes aromatic and app denotes apparent. NMR peak assignments were confirmed using 2D 1H correlated spectroscopy (COSY), 2D 1H−13C heteronuclear multiple-bond correlation spectroscopy (HMBC), and 2D 1H−13C heteronuclear single quantum coherence (HSQC) where necessary. Mass spectrometry (m/z) data were acquired by either electrospray ionisation (ESI), chemical ionisation (CI), electron impact (EI), atmospheric solids analysis probe (ASAP), atmospheric pressure chemical ionization (APCI) or nanospray ionisation (NSI) at either the University of St Andrews Mass Spectrometry Facility ([A] quoted), the EPSRC UK National Mass Spectrometry Facility at Swansea University ([A]+ or [A]– quoted), or at the University of Bath ([A]+ or [A]– quoted) using a TOF mass analyzer.

Technical details and requirements:

IR spectra were processed using Shimadzu IRsolution FTIR control software. Final processed spectra are available as PDF files. NMR data were processed using MestReNova (v.11.0.2) available from Mestrelab Research S.L. Original unprocessed FID files and processed MestReNova files are available. Mass spectroscopy data was used as received from the managed facilities. The spectra are available as PDF files.

Additional information:

The numbers of individual folders correspond to the compound numbers in the associated manuscript.

Funders

Catalytic Activation of Carboxylic Acids and Alcohols
ECF-2014-005

Engineering and Physical Sciences Research Council (EPSRC)
https://doi.org/10.13039/501100000266

CRITICAT Centre for Doctoral Training
EP/L016419/1

University of St Andrews
https://doi.org/10.13039/501100000740

PhD studentship - Susana Estopina-Duran

Publication details

Publication date: 17 September 2020
by: University of Bath

Version: 1

DOI: https://doi.org/10.15125/BATH-00892

URL for this record: https://researchdata.bath.ac.uk/id/eprint/892

Related articles

Estopiñá-Durán, S., Mclean, E. B., Donnelly, L. J., Hockin, B. M. and Taylor, J. E., 2020. Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols. Organic Letters, 22(19), pp.7547-7551. Available from: https://doi.org/10.1021/acs.orglett.0c02736.

Contact information

Please contact the Research Data Service in the first instance for all matters concerning this item.

Contact person: James E. Taylor

Departments:

Faculty of Science
Chemistry