2020
DOI: 10.1016/j.tet.2020.131627
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Borane adducts of punicine and of its dehydroxy derivatives (pyridinium-1-yl)-2- and 3-phenolates

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Cited by 9 publications
(5 citation statements)
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“…2 Cis – trans isomerism cause the photochromism of azobenzenes 2 , 3 and light-induced redox reactions form radical cations and radical anions of photochromic punicines 3 . 4…”
Section: Introductionmentioning
confidence: 99%
“…2 Cis – trans isomerism cause the photochromism of azobenzenes 2 , 3 and light-induced redox reactions form radical cations and radical anions of photochromic punicines 3 . 4…”
Section: Introductionmentioning
confidence: 99%
“… 24 The σ-, π- and chemical properties of the two tautomers 1 +/− A and 1 +/− B, however, are different. As example, electron-deficient boron compounds such as B(C 6 F 5 ) 3 selectively form adducts to the 2-olate group of tautomer 1 +/− A, 32 and cycloadditions with diethyl diazodicarboxylate (DEAD) as electron-deficient dienophile also start from this position. 25 On tautomerization, the olate and hydroxyl group change their roles as hydrogen bond donors and acceptors.…”
Section: Introductionmentioning
confidence: 99%
“…It was later investigated in more detail with regard to its properties by the Schmidt group, especially its structure as a function of pH [52]. It is easily, cost-effectively and abundantly accessible through simple syntheses [53][54][55]. Punicine combines an electron-poor (pyridinium) and an electron-rich aromatic compound (hydroquinone) in its cationic, i.e., completely protonated, form.…”
Section: Introductionmentioning
confidence: 99%