Solvate Ionic Liquids as Reaction Media for Electrocyclic Transformations | Zendy

Eyckens Daniel J. | Zendy; Champion Megan E. | Zendy; Fox Bronwyn L. | Zendy; Yoganantharajah Prusothman | Zendy; Gibert Yann | Zendy; Welton Tom | Zendy; Henderson Luke C. | Zendy

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Solvate Ionic Liquids as Reaction Media for Electrocyclic Transformations

Author(s) -

Eyckens Daniel J.,

Champion Megan E.,

Fox Bronwyn L.,

Yoganantharajah Prusothman,

Gibert Yann,

Welton Tom,

Henderson Luke C.

Publication year - 2016

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201501614

Subject(s) - ionic liquid , chemistry , cycloaddition , lithium perchlorate , imide , solvent , lithium (medication) , ionic bonding , lewis acids and bases , perchlorate , organic chemistry , diethyl ether , polymer chemistry , ion , catalysis , electrolyte , medicine , electrode , endocrinology

Solvate ionic liquids (SILs) consisting of lithium bis(trifluoromethylsulfonyl)imide dissolved in tri‐ or tetraglyme have recently emerged as a novel class of ionic liquids. Herein, the first use of solvate ionic liquids as a replacement for molecular solvents in electrocyclization reactions is reported. The SILs promoted both Diels–Alder and [2+2] cycloaddition reactions, compared to an appropriate molecular solvent, and 5 M lithium perchlorate in diethyl ether. The Gutmann acceptor number ( AN ) of these solvate ionic liquids has also been determined by 31 P NMR spectroscopy to be 26.5, thus being modest Lewis acids.

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