US 12,233,402 B2
Cross-coupling reaction catalysts, and methods of making and using same
Nilay Hazari, New Haven, CT (US); and Patrick Melvin, New Haven, CT (US)
Assigned to Yale University, New Haven, CT (US)
Appl. No. 16/496,601
Filed by YALE UNIVERSITY, New Haven, CT (US)
PCT Filed Mar. 27, 2018, PCT No. PCT/US2018/024572
§ 371(c)(1), (2) Date Sep. 23, 2019,
PCT Pub. No. WO2018/183328, PCT Pub. Date Oct. 4, 2018.
Claims priority of provisional application 62/477,849, filed on Mar. 28, 2017.
Prior Publication US 2020/0016582 A1, Jan. 16, 2020
Int. Cl. C07F 15/00 (2006.01); B01J 31/22 (2006.01); B01J 31/24 (2006.01); B01J 37/03 (2006.01); C07F 15/04 (2006.01)
CPC B01J 31/2295 (2013.01) [B01J 31/2404 (2013.01); B01J 37/031 (2013.01); C07F 15/006 (2013.01); B01J 2531/824 (2013.01); B01J 2531/828 (2013.01); B01J 2531/847 (2013.01)] 21 Claims
 
1. A precatalyst of formula (I), or a salt or solvate thereof:

OG Complex Work Unit Chemistry
wherein in (I):
each occurrence of M is independently a transition metal;
each occurrence of X is a perfluoroalkanesulfonate;
each occurrence of Z is independently CH or CR; and
each occurrence of R is independently selected from the group consisting of C1-C6 alkyl, substituted C1-C6 alkyl, C3-C8 cycloalkyl, substituted C3-C8 cycloalkyl, C2-C6 alkenyl, substituted C2-C6 alkenyl, C2-C6 alkynyl, substituted C2-C6 alkynyl, phenyl, substituted phenyl, phenylalkyl, substituted phenylalkyl, aryl, substituted aryl, aryl-C1-C6 alkyl, substituted aryl-C1-C6 alkyl, heteroaryl-C1-C6 alkyl, substituted heteroaryl-C1-C6 alkyl, heteroaryl, and substituted heteroaryl.