Lithiation of a Simple Amine with a Large Excess of n-Butyllithium: The Remarkable Product (Ph2NLi)·[Ph(C6H4Li)NLi] 2· (nBuLi)2·(Et2O)4

Robert P. Davies; Paul R. Raithby; Ronald Snaith

doi:10.1002/anie.199712151

Lithiation of a Simple Amine with a Large Excess of n-Butyllithium: The Remarkable Product (Ph₂NLi)·[Ph(C₆H₄Li)NLi] ₂· (nBuLi)₂·(Et₂O)₄

Robert P. Davies
, Paul R. Raithby
, Ronald Snaith

University of Cambridge

Research output: Contribution to journal › Article › peer-review

40 Citations (SciVal)

Abstract

What lithiates what? In a reaction between Ph2NH and excess nBuLi the aggregate 1 comprising nBuLi, monolitiated amine, and doubly lithiated amine units forms. The structure (see picture) raises interesting questions about lithiation reaction mechanisms.

Original language	English
Pages (from-to)	1215-1217
Number of pages	3
Journal	Angewandte Chemie (International Edition in English)
Volume	36
Issue number	11
DOIs	https://doi.org/10.1002/anie.199712151
Publication status	Published - 16 Jun 1997

Keywords

Amides
Lithiation
Lithium
Reaction mechanisms
Solid-state structures

ASJC Scopus subject areas

Catalysis
General Chemistry

Access to Document

10.1002/anie.199712151

Cite this

@article{25adab1fadbc44a8a5ee9b8b55f56755,

title = "Lithiation of a Simple Amine with a Large Excess of n-Butyllithium: The Remarkable Product (Ph2NLi)·[Ph(C6H4Li)NLi] 2· (nBuLi)2·(Et2O)4",

abstract = "What lithiates what? In a reaction between Ph2NH and excess nBuLi the aggregate 1 comprising nBuLi, monolitiated amine, and doubly lithiated amine units forms. The structure (see picture) raises interesting questions about lithiation reaction mechanisms. ",

keywords = "Amides, Lithiation, Lithium, Reaction mechanisms, Solid-state structures",

author = "Davies, \{Robert P.\} and Raithby, \{Paul R.\} and Ronald Snaith",

year = "1997",

month = jun,

day = "16",

doi = "10.1002/anie.199712151",

language = "English",

volume = "36",

pages = "1215--1217",

journal = "Angewandte Chemie (International Edition in English)",

issn = "0570-0833",

publisher = "John Wiley and Sons Inc.",

number = "11",

}

TY - JOUR

T1 - Lithiation of a Simple Amine with a Large Excess of n-Butyllithium

T2 - The Remarkable Product (Ph2NLi)·[Ph(C6H4Li)NLi] 2· (nBuLi)2·(Et2O)4

AU - Davies, Robert P.

AU - Raithby, Paul R.

AU - Snaith, Ronald

PY - 1997/6/16

Y1 - 1997/6/16

N2 - What lithiates what? In a reaction between Ph2NH and excess nBuLi the aggregate 1 comprising nBuLi, monolitiated amine, and doubly lithiated amine units forms. The structure (see picture) raises interesting questions about lithiation reaction mechanisms.

AB - What lithiates what? In a reaction between Ph2NH and excess nBuLi the aggregate 1 comprising nBuLi, monolitiated amine, and doubly lithiated amine units forms. The structure (see picture) raises interesting questions about lithiation reaction mechanisms.

KW - Amides

KW - Lithiation

KW - Lithium

KW - Reaction mechanisms

KW - Solid-state structures

UR - https://www.scopus.com/pages/publications/0030748529

U2 - 10.1002/anie.199712151

DO - 10.1002/anie.199712151

M3 - Article

AN - SCOPUS:0030748529

SN - 0570-0833

VL - 36

SP - 1215

EP - 1217

JO - Angewandte Chemie (International Edition in English)

JF - Angewandte Chemie (International Edition in English)

IS - 11

ER -