Novel C1-bridged bisboronate derivatives by insertion of diazoalkanes into bis(pinacolato)diborane(4)

被引：55

作者：

Abu Ali, H

Goldberg, I

Kaufmann, D

Burmeister, C

Srebnik, M ^{[1
]}

机构：

[1] Hebrew Univ Jerusalem, Sch Pharm, Dept Med Chem & Nat Prod, Jerusalem, Israel

[2] Tel Aviv Univ, Sch Chem, IL-69987 Tel Aviv, Israel

[3] Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany

来源：

ORGANOMETALLICS | 2002年 / 21卷 / 09期

关键词：

D O I：

10.1021/om011012b

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The insertion reaction of bis(pinacolato)diborane(4) [(Me4C2O2)BB(O2C2Me4), 1] with various diazoalkanes provided novel representatives of a new class of substituted Cl-bridged bis(pinacolato)diborane(4) derivatives 5a, 5b, 5c, and 5d in a range of 75-78% isolated yields. The reaction was efficiently catalyzed by Pt(PPh3)(4) in toluene at 110 degreesC. Single-crystal X-ray diffraction, GCMS, and NMR multinuclear spectroscopies fully confirmed the structure and configuration of the new compounds. Crystals of 5a and 5c are centrosymmetric, while those of 5d are chiral. 5b crystallized with a somewhat unusual Fdd2 space symmetry, While its crystals are noncentrosymmetric, they contain mirror-related species. The degree of puckering of the five-membered C2O2B rings, as well as the dihedral angles between the mean planes of these rings, vary from one compound to another and to some extent from one ring to another within the same compound.

引用

页码：1870 / 1876

页数：7

共 94 条

[1]

Abu Ali H, 2002, EUR J INORG CHEM, P73

[2] Addition reactions of bis(pinacolato)diborane(4) to carbonyl enones and synthesis of (pinacolato)2BCH2B and (pinacolato)2BCH2CH2B by insertion and coupling [J].