INTRAMOLECULAR NUCLEOPHILIC-SUBSTITUTION BY PHOSPHINATE AND THIOPHOSPHINATE ANIONS - RELATIVE RATES OF FORMATION OF 5-MEMBERED AND 6-MEMBERED RINGS

Authors
CHAUDHRY A HARGER MJP SHUFF P THOMPSON A
Citation
A. Chaudhry et al., INTRAMOLECULAR NUCLEOPHILIC-SUBSTITUTION BY PHOSPHINATE AND THIOPHOSPHINATE ANIONS - RELATIVE RATES OF FORMATION OF 5-MEMBERED AND 6-MEMBERED RINGS, Journal of the Chemical Society, Chemical Communications, (1), 1995, pp. 83-84
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
1
Year of publication
1995
Pages
83 - 84
Database
ISI
SICI code
0022-4936(1995):1<83:INBPAT>2.0.ZU;2-T
Abstract
In CH2Cl2 solution the phosphinate anion BrCH2CH2(CH2)(n)CH2(Ph)P(OO- cyclises only 4.3 times faster when n = 0 (five-membered ring product) than when n = 1; for the thiophosphinate anion ClCH2CH2(CH2)(n)CH2(Ph )P(SO- cyclisation (via sulfur) is still only 30 times faster when n = 0 than when n = 1.