Presentation Title

Preliminary Results on the Condensation Reactions of 2-Formylbenzoic Acid with Arenes Catalyzed by Brønsted Superacids

Presenter Information

Billy NguyenFollow

Faculty Mentor

Eric Marinez

Start Date

18-11-2017 2:15 PM

End Date

18-11-2017 3:15 PM

Location

BSC-Ursa Minor 34

Session

Poster 3

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

Boron trifluoride (BF3) combines with water readily and forms the stable BF3 monohydrate (BF3-H2O) complex which has been shown to be superacidic. Many of the reactions BF3 monohydrate catalyzes is by superelectrophilic activation, the further protonation of non-bonding electron pairs of a monocation that lead to dications which are substantially more reactive than their parent monocation. We are currently studying BF3 monohydrate as a potential alternative for trifluoromethanesulfonic acid (triflic acid), the superacid of choice for studying superacid catalyzed reactions that proceed by superelectrophilic activation. BF­3 monohydrate affords more selectivity and control over electrophilic addition. We will present our preliminary results on the superacid catalyzed condensation reactions of 2-formylbenzoic acid with arenes catalyzed by BF3 monohydrate and compare the reactivity with triflic acid. In the case of BF3 monohydrate selectively produces 3-aryl phthalides, these compound possess various biological activities including antibacterial activity and binding to specific human chemokine receptors that the HIV virus uses to gain entry into target cells. Triflic acid) can further condense 3-aryl phthalides with arenes to produce 10-phenyl anthrones. Oxidation of 10-phenyl anthrones with activated MnO2 produces 10-phenylanthracenol. Analogs to derivatives and have been studied as organic near infrared dyes that have received interests in applications such as high-contrast binoimaging, optical recording, NIR photography, and solar cell.

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Nov 18th, 2:15 PM Nov 18th, 3:15 PM

Preliminary Results on the Condensation Reactions of 2-Formylbenzoic Acid with Arenes Catalyzed by Brønsted Superacids

BSC-Ursa Minor 34

Boron trifluoride (BF3) combines with water readily and forms the stable BF3 monohydrate (BF3-H2O) complex which has been shown to be superacidic. Many of the reactions BF3 monohydrate catalyzes is by superelectrophilic activation, the further protonation of non-bonding electron pairs of a monocation that lead to dications which are substantially more reactive than their parent monocation. We are currently studying BF3 monohydrate as a potential alternative for trifluoromethanesulfonic acid (triflic acid), the superacid of choice for studying superacid catalyzed reactions that proceed by superelectrophilic activation. BF­3 monohydrate affords more selectivity and control over electrophilic addition. We will present our preliminary results on the superacid catalyzed condensation reactions of 2-formylbenzoic acid with arenes catalyzed by BF3 monohydrate and compare the reactivity with triflic acid. In the case of BF3 monohydrate selectively produces 3-aryl phthalides, these compound possess various biological activities including antibacterial activity and binding to specific human chemokine receptors that the HIV virus uses to gain entry into target cells. Triflic acid) can further condense 3-aryl phthalides with arenes to produce 10-phenyl anthrones. Oxidation of 10-phenyl anthrones with activated MnO2 produces 10-phenylanthracenol. Analogs to derivatives and have been studied as organic near infrared dyes that have received interests in applications such as high-contrast binoimaging, optical recording, NIR photography, and solar cell.