An article of manufacture includes a three-dimensional (3D) printed object for chemical reaction control. The 3D printed object includes a chemical reactant to be released to control a chemical reaction according to a chemical reactant release profile. The chemical reactant release profile is determined based on a shape of the 3D printed object.

The present disclosure provides tri-orthoalkylphenyl phosphine catalysts of formula I ##STR00001## wherein A is CH2, CO, or NR.sup.A; R.sup.1 is aryl, heteroaryl, isopropyl, tert-butyl, cycloalkyl, or heterocycloalkyl, wherein aryl, heteroaryl, cycloalkyl and heterocycloalkyl are optionally substituted; R.sup.2 is H, (C.sub.1-C.sub.8)alkyl, (C.sub.1-C.sub.8)alkoxy, N(R.sup.A).sub.2, or an electron withdrawing group; and each R.sup.A is independently H or (C.sub.1-C.sub.8)alkyl; that are tuned electrically and sterically.

Ferrocenyl-based unsymmetrical ligands containing di(1-adamantyl)phosphino groups with general formula, Fc(Ad.sub.2P) (R.sub.2P) and corresponding metal complexes, include metal halide complexes, N-biphenyl metal cationic complexes and R-allyl metal cationic complexes, useful in catalysis. The ligands and complexes overcome problems with conventional catalysts, providing new routes to previously challenging cross-coupling reactions, including CP coupling, C.sub.sp2C.sub.sp3 coupling and other conventional cross-coupling applications, while being scalable so that they can be provided in sufficient quantity and purity for industrial applications.

There are provided a compound capable of being a novel ligand allowing regioselective borylation to be performed in the aromatic borylation reaction, and a catalyst using the same compound. There is provided a bipyridyl compound represented by a general formula (1): (wherein A represents a single bond, a vinylene group or an ethynylene group; X represents an oxygen atom or a sulfur atom; n pieces of R.sup.1 may be the same or different, and R.sup.1 represents a hydrogen atom, a halogen atom, an optionally substituted hydrocarbon group, an optionally substituted alkoxy group, an optionally substituted aryloxy group, an optionally substituted amino group, a cyano group, a nitro group, or an alkoxycarbonyl group, or two adjacent R.sup.1 may form a saturated or unsaturated ring structure optionally containing a hetero atom together with the carbon atoms bonded to the two R.sup.1; R.sup.2 represents a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted alkoxy group, or an optionally substituted aryloxy group; and n represents a number of 1 to 4). ##STR00001##

Precatalysts of formula I and IV, and processes for the functionalization of SP2-carbons using the same are described herein. The precatalysts comprise a fluoroborate salt protected intramolecular frustrated lewis pair (FLP). The precatalysts are bench stable with improved stability towards moisture and/or air. The precatalysts can be used to generate in situ the corresponding FLP catalyst.

Provided herein are palladium complexes comprising a ligand of Formula (A) and a ligand of Formula (B), wherein R.sup.1-R.sup.18 are as defined herein. The palladium complexes are useful in methods of fluorinating aryl and heteroaryl substrates. Further provided are compositions and kits comprising the palladium complexes.

##STR00001##

The present disclosure provides tri-orthoalkylphenyl phosphine catalysts that are tuned electrically and sterically. Method of using the catalyst for cross-coupling of unactivated secondary boronic acids with near-perfect levels of site- and stereoretention are also provided.

An article of manufacture includes a three-dimensional (3D) printed object for chemical reaction control. The 3D printed object includes a chemical reactant to be released to control a chemical reaction according to a chemical reactant release profile. The chemical reactant release profile is determined based on a shape of the 3D printed object.

An article of manufacture includes a three-dimensional (3D) printed object for chemical reaction control. The 3D printed object includes a chemical reactant to be released to control a chemical reaction according to a chemical reactant release profile. The chemical reactant release profile is determined based on a shape of the 3D printed object.

Precatalysts of formula I and IV, and processes for the functionalization of SP2-carbons using the same are described herein. The precatalysts comprise a fluoroborate salt protected intramolecular frustrated lewis pair (FLP). The precatalysts are bench stable with improved stability towards moisture and/or air. The precatalysts can be used to generate in situ the corresponding FLP catalyst.