Crawford, Sarah M. published the artcileProbing the effect of donor-fragment substitution in Mor-DalPhos on palladium-catalyzed C-N and C-C cross-coupling reactivity, Application In Synthesis of 1237588-12-3, the publication is Canadian Journal of Chemistry (2018), 96(6), 578-586, database is CAplus.
The competitive catalytic screening of 18 known and newly prepared Mor-DalPhos ligand variants, 1-R2N-2-PR12C6H4 (R = Me; R2N = 4-morpholinyl, 1-azetidinyl, 1-pyrrolidinyl, 1-piperidinyl, 2-tetrahydroisoquinolinyl, 1-piperazinyl; R1 = Ph, 2-MeC6H4, Cy, tBu, 1-adamantyl, 3,5-dimethyl-1-adamantyl) in the palladium-catalyzed cross-coupling of chlorobenzene with aniline, octylamine, morpholine, indole, ammonia, or acetone is presented, including ligands derived from the new secondary phosphine HP(Me2Ad)2 (Me2Ad = 3,5-dimethyl-1-adamantyl). Although triarylphosphine ancillary ligand variants performed poorly in these test reactions, ligands featuring either PAd2 or P(Me2Ad)2 donors (Ad = 1-adamantyl) gave rise to superior catalytic performance. Multiple Mor-DalPhos variants proved effective in cross-couplings involving aniline, octylamine, or morpholine; conversely, only a smaller subset of ligands proved useful in related cross-couplings of indole, ammonia, or acetone. In the case of the N-arylation of indole, a Mor-DalPhos ligand variant featuring ortho-disposed PAd2 and dimethylmorpholino donor fragments (L13) proved superior to all other ligands surveyed, including the parent ligand Mor-DalPhos (L5). Conversely, L5 was found to be superior to all other ligands in the palladium-catalyzed monoarylation of ammonia. Ligand L6 (i.e., the P(Me2Ad)2 variant of L5) proved superior to all other ligands in the monoarylation of acetone and, with the exception of indole N-arylation, was the most broadly useful of the Mor-DalPhos ligands surveyed herein.
Canadian Journal of Chemistry published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Application In Synthesis of 1237588-12-3.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia