By the same authors

From the same journal

From the same journal

Reactivity in monolayers versus bulk media: Intra- and intermolecular aminolysis of esters

Research output: Contribution to journalLetterpeer-review

Author(s)

Department/unit(s)

Publication details

JournalLangmuir
DatePublished - 26 Nov 1997
Issue number24
Volume13
Number of pages3
Pages (from-to)6354-6356
Original languageEnglish

Abstract

Monolayers possessing reactive amino and p-nitrophenyl ester functional groups at the same or different levels with respect to the monolayer interface have been self-assembled on a gold surface. Intramolecular reactions in these monolayers are at least 1000 times slower than the same processes in the bulk medium. Control experiments with external reagents showed that the monolayer p-nitrophenyl ester group reacts readily with amines from solution, whereas nucleophilicity of the monolayer amino functionality is significantly suppressed. This unusually low reactivity of the amino group was tentatively assigned to its interaction with the gold surface.

    Research areas

  • SELF-ASSEMBLED MONOLAYERS, GOLD, SPECTROSCOPY, SURFACES, THIOLS

Discover related content

Find related publications, people, projects, datasets and more using interactive charts.

View graph of relations