Research Commons

An orthomanganation route to 2-substituted derivatives of N-methyl-1,8-naphthalimide

Research Commons

An outage of Research Commons required for upgrades will occur from 5:00-5:30pm Monday 25/05/2015. Research Commons (including the thesis deposit form) will be unavailable to all users during this outage.

Show simple item record

dc.contributor.author Nicholson, Brian K.
dc.contributor.author Crosby, Paul M.
dc.contributor.author Maunsell, Kieran R.
dc.contributor.author Wyllie, Megan J.
dc.date.accessioned 2012-10-03T03:03:56Z
dc.date.available 2012-10-03T03:03:56Z
dc.date.copyright 2012-10
dc.date.issued 2012
dc.identifier.citation Nicholson, B. K., Crosby, P. M., Maunsell, K. R., & Wyllie, M. J. (2012). An orthomanganation route to 2-substituted derivatives of N-methyl-1,8-naphthalimide. Journal of Organometallic Chemistry, 716, 49-54. en_NZ
dc.identifier.issn 0022-328
dc.identifier.uri http://hdl.handle.net/10289/6675
dc.description.abstract N-methyl naphthalimide can be readily cyclomanganated at the 2-position, directed by the adjacent amide O atom. Di-cyclomanganation also occurs readily to attach Mn(CO)₄ groups at both 2, 7 positions. An X-ray structure determination of the mono-substituted example confirmed the five-membered metallocyclic ring. Cleavage of the Mn–C bond by HgCl₂ or ICl generates 2-substituted HgCl or I derivatives respectively. Reaction of the mono-cyclomanganated N-methyl naphthalimide with phenylacetylene gives an (η⁵-cyclohexadienyl)Mn(CO)₃ complex where the cyclohexadienyl ring has formed by two PhCCH adding in a formal [2 + 2 + 2] process across the C(1)–C(2) bond of the naphthalimide, breaking the aromaticity of the naphthalene ring as shown by a single crystal structure determination. en_NZ
dc.language.iso en
dc.publisher Elsevier en_NZ
dc.relation.ispartof Journal of Organometallic Chemistry
dc.subject Naphthalimide en_NZ
dc.subject Cyclometalation en_NZ
dc.subject Manganese carbonyl en_NZ
dc.subject X-ray crystal structure en_NZ
dc.subject Alkyne en_NZ
dc.title An orthomanganation route to 2-substituted derivatives of N-methyl-1,8-naphthalimide en_NZ
dc.type Journal Article en_NZ
dc.identifier.doi 10.1016/j.jorganchem.2012.06.035 en_NZ
pubs.elements-id 38060


Full-text options:

This item appears in the following Collection(s)

Show simple item record

Search Research Commons


Advanced Search

Browse

Theses

About Research Commons

My Account

Usage Statistics

Share

  • Bookmark and Share