Home
Resources
Publications
2-bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, a New Unexpected Bifunctional Building Block for Combinatorial Chemistry

2-bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, a New Unexpected Bifunctional Building Block for Combinatorial Chemistry

Jana Sopková-de Oliveira Santos, Alexandre Bouillon, Jean-Charles Lancelot, Sylvain Rault

Acta Crystallogr C. 2003 Oct;59(Pt 10):O596-7.

PMID: 14532682

Abstract:

The first reported structure of a pyridin-2-ylboron derivative, viz. the title compound, C(11)H(15)BBrNO(2), (I), is compared with its regioisomer 2-bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, (II) [Sopková-de Oliveira Santos, Lancelot, Bouillon & Rault (2003). Acta Cryst. C59, o111-o113]. Structural differences are observed, firstly in the orientation of the dioxaborolane ring with respect to the pyridine ring and secondly in the bond angles of the BO(2) group. These differences do not explain the experimentally observed differences in chemical reactivity between (I) and (II) but do confirm the relatively lower stability of (I). However, ab initio calculations of the HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital), based on the known crystal structures of the two compounds, show different distributions, which correspond to the differences observed during chemical reactions.

Chemicals Related in the Paper:

Catalog Number	Product Name	CAS Number	Price
AP1247726857	6-Bromo-2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine	1247726-85-7	Price
AP848243254	2-Isopropoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine	848243-25-4	Price
LS793420	2-bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine		Price
LS793440	2-(3-Methoxy-5-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane		Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: