US 10,889,599 B2
1,1-diborylalkyl-1-metal compounds, preparation method thereof, and their applications toward synthesis of 1,1-diboronate ester compounds
Seung Hwan Cho, Pohang-si (KR); and Yeosan Lee, Seoul (KR)
Assigned to POSTECH ACADEMY-INDUSTRY FOUNDATION, Pohang-si (KR)
Filed by POSTECH ACADEMY-INDUSTRY FOUNDATION, Pohang-si (KR)
Filed on Feb. 22, 2019, as Appl. No. 16/283,499.
Claims priority of application No. 10-2018-0023539 (KR), filed on Feb. 27, 2018; and application No. 10-2018-0117151 (KR), filed on Oct. 1, 2018.
Prior Publication US 2019/0263837 A1, Aug. 29, 2019
Int. Cl. C07F 5/02 (2006.01)
CPC C07F 5/025 (2013.01) [C07F 5/02 (2013.01)] 20 Claims
 
1. A compound represented by Chemical Formula 1:

OG Complex Work Unit Drawing
wherein, in Chemical Formula 1,
R1 and R2 are independently *—B(R41)(R42), wherein R41 and R42 are independently hydrogen, a hydroxy, a C1-C30 alkyl, or a C1-C30 alkoxy, or are linked with each other to form a ring;
R3 is hydrogen, a C1-C30 alkyl, a C1-C30 alkoxy, a C2-C30 alkenyl, a C2-C30 alkynyl, a C3-C30 cycloalkyl, a C3-C30 heterocycloalkyl, a C6-C30 aryl, or a C2-C30 heteroaryl;
M is a zinc group metal;
X1 is a halogen;
the alkyl, the alkoxy, and the ring formed by linking with each other of R41 and R42 and the alkyl, the alkoxy, the alkenyl, the alkynyl, the cycloalkyl, the heterocycloalkyl, the aryl, and the heteroaryl of R3 may independently be further substituted with at least one substituent selected from a halogen, a hydroxy, a cyano, a C1-C30 alkyl, a C1-C30 haloalkyl, a C1-C30 alkoxy, a C1-C30 aminoalkyl, a C3-C30 cycloalkyl, a C3-C30 heterocycloalkyl, a C6-C30 aryl, and a C2-C30 heteroaryl; and
the heterocycloalkyl and the heteroaryl of R3 independently comprise at least one heteroatom selected from B, N, O, S, Se, —P(═O)—, —C(═O)—, Si, and P.