ChemicalBook CAS DataBase List 1-PHENYLVINYLBORONIC ACID PINACOL ESTER

1-PHENYLVINYLBORONIC ACID PINACOL ESTER synthesis

15synthesis methods

Product Name:1-PHENYLVINYLBORONIC ACID PINACOL ESTER
CAS Number:143825-84-7
Molecular formula:C14H19BO2
Molecular Weight:230.11

536-74-3 Synthesis

536-74-3
308 suppliers
$10.00/1g

25015-63-8
222 suppliers
$22.39/5G

143825-84-7
61 suppliers
$23.60/250mg

TRANS-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)STYRENE

78782-27-1
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CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)STILBENE

173603-23-1
21 suppliers
$77.90/1g

Yield: 51 %Spectr. ， 26 %Spectr. ， 15 %Spectr.

Reaction Conditions:

with bis(1,5-cyclooctadiene)diiridium(I) dichloride;tert-butylisonitrile;carbon monoxide at 50; under 760.051 Torr;

Steps:

4.7. Alkyne substrate scope of DHDB
General procedure: 4.7.1. General procedure To a J. Young tube, 20 μL stock solution of [Ir(COD)Cl] 2 (0.010 M in C 6 D 6 , 0.0 0 020 mol), 40 μL stock solution of t BuNC (0.040 M in C 6 D 6 , 0.00160 mol), 44 μL (0.30 mol) HBpin, 0.1 mmol of alkyne and 400 μL isooctane were loaded via syringe in the Glove box. The J. Young tube was degased via freeze-pump-thaw 3 cycles, and then refilled with 1 atm CO. The resulting mixture was heated in 50 °C for 15 h. The yield of diboration and hydroboration was revealed by 1 H NMR analysis. 4.7.2. Selected product data A2-Bpin2 (Figure S6): 1 H NMR (500 MHz, C 6 D 6 ): 7.65-7.63 (m, Ar H , 2H), 7.13 (t, J H-H = 7.6 Hz, Ar H , 2H), 7.00 (m, Ar H , 1H),6.63 (s, ArCC H , 1H), 1.23 (s, Bpin H , 12H), 1.12 (s, Bpin H , 12H).

References:

Lai, Qingheng;Ozerov, Oleg V. [Journal of Organometallic Chemistry,2021,vol. 931,art. no. 121614]

98-81-7 Synthesis