logo
    Dehydrative Substitution Reaction in Water for the Preparation of Unsymmetrically Substituted Triarylmethanes: Synthesis, Aggregation‐Enhanced Emission, and Mechanofluorochromism
    ChemPlusChem (2022)
    Gauravi YashwantraoPrapti ShettyParimal J. MaleikalPurav M. BadaniSatyajit Saha
    5
    Citation
    88
    Reference
    10
    Related Paper
    Citation Trend
    Abstract:
    Abstract Water as a reaction media in chemical transformations has several advantages in terms of safety and non‐toxicity. However, dehydrative substitution reaction in water is a highly challenging operation. In this paper, we have reported a sulfamic acid‐mediated dehydrative substitution reaction of benzofuryl alcohols with several nucleophiles in water towards the scalable, easily isolable, synthesis of unsymmetrically substituted triarylmethanes (TRAMs) in good to excellent yields (up to 92 %). Moreover, we have demonstrated that rationally designed propellor‐shaped triarylmethanes promote aggregation‐induced emission (AIE) through restricted intramolecular rotation with irreversible mechanoflurochromic property.
    Keywords:
    Substitution (logic)
    Substitution reaction
    Sulfamic acid
    Topics:
    Luminescence and Fluorescent Materials
    Polydiacetylene-based materials and applications
    Synthesis of Indole Derivatives
    ChemInform Abstract: Amberlyst‐15 in Ionic Liquid: An Efficient and Recyclable Reagent for Nucleophilic Substitution of Alcohols and Hydroamination of Alkenes.
    ChemInform (2011)
    Ziyauddin S. QureshiKrishna M. DeshmukhPawan J. TambadeKishor P. DhakeBhalchandra M. Bhanage
    Abstract Notable advantages offered by this metal‐free reaction system are the use of an ionic liquid as green solvent, higher yields, greater substrate compatibility, and simple work‐up procedures.
    Hydroamination
    Substitution reaction
    Citations (0)
    ChemInform Abstract: ELECTROPHILIC SUBSTITUTION OF OLEFINIC HYDROGENS
    Chemischer Informationsdienst (1978)
    Masaru Hojo
    Abstract Electrophilic Substitution of Olefinic Hydrogens.
    Substitution (logic)
    Electrophilic substitution
    Substitution reaction
    Electrophilic addition
    Citations (0)
    ChemInform Abstract: Substitution Reactions of Labile Metal Complexes
    ChemInform (1990)
    Stephen F. Lincoln
    Substitution (logic)
    Citations (0)
    ChemInform Abstract: The Generation and Use of a Masked α‐Acyl Cation in Aromatic Substitution Reactions. Ag+‐Induced Reactions of 3‐(Bromomethyl)‐5,6‐dihydro‐1,4,2‐dioxazine Derivatives.
    ChemInform (1990)
    Shimon ShatzmillerSorin Bercovici
    Abstract Bromination of the alkyldihydrodioxazines (I) with N‐bromosuccinimide in the presence of benzoyl peroxide yields the bromoalkyl derivatives (II) which are substituted to produce the azides (IV) and fluorides (VI).
    Substitution reaction
    Substitution (logic)
    Electrophilic aromatic substitution
    Citations (0)
    ChemInform Abstract: Aromatic Nucleophilic Substitution Reactions of 2,4‐ Dinitrobenzenesulfonic Acid Sodium‐Salt with Aliphatic Amides.
    ChemInform (1996)
    C. I. CHIRIACM. SavaM. TIBIRNAF. CHIRIACR. ROPOT
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
    Sodium salt
    Substitution reaction
    Substitution (logic)
    Citations (0)
    ChemInform Abstract: Alkyladamantanol Nitrates in the Reactions of Nucleophilic Substitution.
    Chemischer Informationsdienst (1986)
    И. К. МоисеевE. I. BagriiYu. N. KlimochkinT. N. DOLGOPOLOVAМ. Н. Земцова
    Abstract Aus den Adamantanolnitraten (I) erhält man mit Schwefelsäure intermediär die Alkyladamantyl‐Kationen (II), aus denen in einer Reihe von Folgereaktionen die Derivate (III) zugänglich sind.
    Substitution reaction
    Substitution (logic)
    Radical-nucleophilic aromatic substitution
    Citations (0)
    ChemInform Abstract: Cine and Normal Substitution Reactions on Substituted 7‐Bromo‐5‐ azaquinoxalines by Secondary Amines.
    ChemInform (1992)
    Sangeeta KumariP. GHAIA. SEXSENA
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
    Substitution (logic)
    Substitution reaction
    Citations (0)
    ChemInform Abstract: Rapid Access to Pyrido[1,2,5]triazepin‐4‐ones Through Intramolecular Nucleophilic Aromatic Substitution.
    ChemInform (2012)
    Shujuan JinOlivier St‐JeanSandra I. BaltatuVijayaratnam SanthakumarMirosław J. Tomaszewski
    Abstract The condensation of ketoamides (I) and (IV) with methyl hydrazine produces hydrazones which undergo intramolecular nucleophilic aromatic substitution to yield the title compounds (III) and their benzo analogues (V).
    Radical-nucleophilic aromatic substitution
    Substitution (logic)
    Substitution reaction
    Electrophilic aromatic substitution
    Citations (0)
    ChemInform Abstract: Axial Ligand Substitution Reactions of Phosphite Derivatives of Fe(II) Macrocyclic Complexes.
    ChemInform (1987)
    Mohamed E. Khalifa
    Abstract Kinetic studies of ligand substitution reactions shown in the scheme are investigated.
    Substitution (logic)
    Substitution reaction
    Macrocyclic ligand
    Citations (0)
    ChemInform Abstract: AN INTRAMOLECULAR NUCLEOPHILIC SUBSTITUTION OF OXETANES
    Chemischer Informationsdienst (1985)
    Masahiko YamaguchiIchiro Hirao
    Abstract Bei der Behandlung mit Butyllithium liefert lediglich das Oxetan (Ia) unter Umlagerung ei.nen Alkohol (IIa), während (Ib)‐(Id) nicht in dieser Weise reagieren.
    Butyllithium
    Substitution (logic)
    Citations (0)