Teitl: Divergent Elementoboration: 1,3‐Haloboration versus 1,1‐Carboboration of Propargyl Esters

Dyfyniad
Wilkins LC, Soltani Y, Lawson JR, et al. (2018). Divergent Elementoboration: 1,3‐Haloboration versus 1,1‐Carboboration of Propargyl Esters. Cardiff University. http://doi.org/10.17035/d.2020.0098717132


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Crewyr y Set Ddata o Brifysgol Caerdydd

Manylion y Set Ddata
Cyhoeddwr: Cardiff University
Dyddiad (y flwyddyn) pryd y daeth y data ar gael i'r cyhoedd: 2018
Dyddiad dechrau creu'r data: 01.01.2014
Dyddiad gorffen creu'r data: 01.04.2018
Fformat y data: .pdf, .cif, .jpg
Meddalwedd ofynnol: Mercury or similar to view Xray structures
Amcangyfrif o gyfanswm maint storio'r set ddata: Llai na 100 megabeit
DOI: 10.17035/d.2020.0098717132

Disgrifiad

This work showcases the 1,3‐haloboration reaction of alkynes in which boron and chlorine add to propargyl systems in a proposed sequential oxazoliumborate formation with subsequent ring‐opening and chloride migration. In addition, the functionalization of these propargyl esters with dimethyl groups in the propargylic position leads to stark differences in reactivity whereby a formal 1,1‐carboboration prevails to give the 2,2‐dichloro‐3,4‐dihydrodioxaborinine products as an intramolecular chelate. Density functional theory calculations are used to rationalize the distinct carboboration and haloboration pathways. Significantly, this method represents a metal‐free route to highly functionalized compounds in a single step to give structurally complex products.

Data includes experimental procedures, X-ray data and NMR spectra.

Research results based upon these data are published at http://doi.org/10.1002/chem.201801493



Allweddeiriau

Reaction Mechanisms, Structure elucidation

Meysydd Ymchwil

Prosiectau Cysylltiedig

Diweddarwyd y tro diwethaf ar 2020-27-01 am 11:51

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