A solid-supported Pd catalyst is suitable for C—C bond formation, e.g., via Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions, with a support that is reusable, cost-efficient, regioselective, and naturally available. Such catalysts may contain Pd nanoparticles on jute plant sticks (GS), i.e., Pd@GS, and may be formed by reducing, e.g., K.sub.2PdCl.sub.4 with NaBH.sub.4 in water, and then used this as a “dip catalyst.” The dip catalyst can catalyze Suzuki-Miyaura and Mizoroki-Heck cross coupling-reactions in water. The catalysts may have a homogeneous distribution of Pd nanoparticles with average dimensions, e.g., within a range of 7 to 10 nm on the solid support. Suzuki-Miyaura cross-coupling reactions may achieve conversions of, e.g., 97% with TOFs around 4692 h.sup.−1, Mizoroki-Heck reactions with conversions of, e.g., a 98% and TOFs of 237 h.sup.−1, while the same catalyst sample may be used for 7 consecutive cycles, i.e., without addition of any fresh catalyst.

The present invention relates to a method for synthesizing a compound of Formula (I) ##STR00001## as defined herein, comprising: (i) activating a compound of Formula (II) ##STR00002## as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) ##STR00003## as defined herein, in the presence of a base, to obtain a compound of Formula (IV) ##STR00004## as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.

The present invention relates to a method for synthesizing a compound of Formula (I) ##STR00001## as defined herein, comprising: (i) activating a compound of Formula (II) ##STR00002## as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) ##STR00003## as defined herein, in the presence of a base, to obtain a compound of Formula (IV) ##STR00004## as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.

The present disclosure provides a method for preparing 2-ethyl-4-fluoro-1-nitrobenzene, including: (1) nitrifying 3-fluoroacetophenone with a nitration reagent, to obtain 1-(5-fluoro-2-nitrophenyl)ethanone; (2) reducing 1-(5-fluoro-2-nitrophenyl)ethanone with a reducing agent, to obtain 4-fluoro-2-(1-hydroxyethyl)-1-nitrobenzene; (3) iodinating 4-fluoro-2-(1-hydroxyethyl)-1-nitrobenzene, to obtain 4-fluoro-2-(1-iodoethyl)-1-nitrobenzene; and (4) reducing 4-fluoro-2-(1-iodoethyl)-1-nitrobenzene with a reducing agent, to obtain 2-ethyl-4-fluoro-1-nitrobenzene.

The present disclosure provides a method for preparing 2-ethyl-4-fluoro-1-nitrobenzene, including: (1) nitrifying 3-fluoroacetophenone with a nitration reagent, to obtain 1-(5-fluoro-2-nitrophenyl)ethanone; (2) reducing 1-(5-fluoro-2-nitrophenyl)ethanone with a reducing agent, to obtain 4-fluoro-2-(1-hydroxyethyl)-1-nitrobenzene; (3) iodinating 4-fluoro-2-(1-hydroxyethyl)-1-nitrobenzene, to obtain 4-fluoro-2-(1-iodoethyl)-1-nitrobenzene; and (4) reducing 4-fluoro-2-(1-iodoethyl)-1-nitrobenzene with a reducing agent, to obtain 2-ethyl-4-fluoro-1-nitrobenzene.

A method for continuously producing a product (A1) by way of at least two coupled-together chemical reactions (C1, C2), wherein at least two input substances (E1, E2) are fed to a first chemical reaction (C1), wherein a plurality of intermediate substances (Z1, Z2) are produced from the input substances (E1, E2) by the first chemical reaction (C1), wherein at least one of the intermediate substances (Z2) is fed to a second chemical reaction (C2), wherein the at least one fed intermediate substance (Z2) is further processed by the second chemical reaction (C2), in particular using at least one further substance (W1, W2) in a second chemical reaction (C2) to form a plurality of output substances (A1, A2), that is to say to form the chemical product (A1) and at least one further output substance (A2), wherein the flow rates (F.sub.i) of the fed substances (E1, E2, Z1, W1, W2, A2) that are fed to one of the reactions (C1, C2) are set by a respective actuating element (V.sub.E1, V.sub.E2, V.sub.W1, V.sub.W 2, V.sub.Z 2, V.sub.A1), wherein each of the fed substances is assigned a separate actuating element, wherein a manipulated variable (S.sub.E2,R, S.sub.i,R) that is stipulated by a controller (R.sub.E2, R.sub.i) is respectively applied to at least one of the actuating elements, wherein, for changing the production rate of the chemical product (A1), a temporary manipulated variable (S.sub.E2,temp, S.sub.i,temp) is respectively applied during a transient phase (II, III) to at least one of these actuating elements (V.sub.E2, V.sub.i) instead of the manipulated variables (S.sub.E2, R, S.sub.i,R) stipulated by the respective controllers (R.sub.E2, R.sub.i), wherein the temporary manipulated variable (S.sub.E2,temp, S.sub.i,temp) or the temporary manipulated variables is/are generated by at least one control unit (SE) in dependence on a default value (NV).

A method for continuously producing a product (A1) by way of at least two coupled-together chemical reactions (C1, C2), wherein at least two input substances (E1, E2) are fed to a first chemical reaction (C1), wherein a plurality of intermediate substances (Z1, Z2) are produced from the input substances (E1, E2) by the first chemical reaction (C1), wherein at least one of the intermediate substances (Z2) is fed to a second chemical reaction (C2), wherein the at least one fed intermediate substance (Z2) is further processed by the second chemical reaction (C2), in particular using at least one further substance (W1, W2) in a second chemical reaction (C2) to form a plurality of output substances (A1, A2), that is to say to form the chemical product (A1) and at least one further output substance (A2), wherein the flow rates (F.sub.i) of the fed substances (E1, E2, Z1, W1, W2, A2) that are fed to one of the reactions (C1, C2) are set by a respective actuating element (V.sub.E1, V.sub.E2, V.sub.W1, V.sub.W 2, V.sub.Z 2, V.sub.A1), wherein each of the fed substances is assigned a separate actuating element, wherein a manipulated variable (S.sub.E2,R, S.sub.i,R) that is stipulated by a controller (R.sub.E2, R.sub.i) is respectively applied to at least one of the actuating elements, wherein, for changing the production rate of the chemical product (A1), a temporary manipulated variable (S.sub.E2,temp, S.sub.i,temp) is respectively applied during a transient phase (II, III) to at least one of these actuating elements (V.sub.E2, V.sub.i) instead of the manipulated variables (S.sub.E2, R, S.sub.i,R) stipulated by the respective controllers (R.sub.E2, R.sub.i), wherein the temporary manipulated variable (S.sub.E2,temp, S.sub.i,temp) or the temporary manipulated variables is/are generated by at least one control unit (SE) in dependence on a default value (NV).

A process for preparing a nitrated compound, including the step of reacting a compound (A) including at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein the heteroaromatic ring includes at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I)

##STR00001##

wherein Y is selected from the group consisting of hydrogen and nitro.

A process for preparing a nitrated compound, including the step of reacting a compound (A) including at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein the heteroaromatic ring includes at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I)

##STR00001##

wherein Y is selected from the group consisting of hydrogen and nitro.

Disclosed herein are embodiments of aryl compounds and polymers thereof that are made using methods that do not require harsh conditions or expensive reagents. The methods disclosed herein utilize precursor compounds that can be polymerized to form polycyclic aromatic hydrocarbons and polymers, such as carbon-based polymers like nanostructures (e.g., graphene or graphene-like nanoribbons).