CRYSTAL-STRUCTURE OF [2-(DIMETHYLAMINO)-6-(TERT-BUTOXY)PHENYL]LITHIUM

被引：42

作者：

HARDER, S ^{[1
]}

EKHART, PF ^{[1
]}

BRANDSMA, L ^{[1
]}

KANTERS, JA ^{[1
]}

DUISENBERG, AJM ^{[1
]}

SCHLEYER, PV ^{[1
]}

机构：

[1] UNIV UTRECHT,DEPT CRYSTAL & STRUCT CHEM,3584 CH UTRECHT,NETHERLANDS

来源：

ORGANOMETALLICS | 1992年 / 11卷 / 07期

关键词：

D O I：

10.1021/om00043a053

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The structure of [2-(dimethylamino)-6-(tert-butoxy)phenyl]lithium (3), determined by single-crystal X-ray diffraction (crystal data: monoclinic, a = 10.891 (1), b = 16.984 (1), and c = 20.704 (1) angstrom; beta = 100.6 (1)-degrees; V = 3764 (1) angstrom3; space group P2(1)/n; (C12H18ONLi)3; Z = 4), reveals a trimeric aggregate with fully asymmetric lithium coordination. NMR provide evidence for a similar asymmetric structure in solution. The behavior of the C-Li coupling shows a dynamic trimer to be present at room temperature (a rarity in organolithium chemistry). This trimer becomes static at lower temperatures. The extreme distortion of the aryl rings from hexagonal geometry in 3 as in phenyllithium derivatives in general (CCC angles at lithium average 112.5-degrees) is attributed to rehybridization of the lithiated carbon; a very low 1J(C-13,C-13) of 27.8 Hz results.

引用

页码：2623 / 2627

页数：5

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