Scripps VIVO scripps research logo

  • Index
  • Log in
  • Home
  • People
  • Organizations
  • Research
  • Events
Search form

Alkane lengths determine encapsulation rates and equilibria

Academic Article
uri icon
  • Overview
  • Identity
  • Additional Document Info
  • View All
scroll to property group menus

Overview

authors

  • Jiang, W.
  • Ajami, Dariush
  • Rebek Jr., Julius

publication date

  • May 2012

journal

  • Journal of the American Chemical Society  Journal

abstract

  • A cylindrical capsule provides an environment for straight-chain alkanes that can properly fill the space through extended or compressed conformations. The encapsulation rates of a series of alkanes were examined and found to be dependent on guest length: the rates of uptake are C(9) > C(10) > C(11), while complex stability is in the reverse order, C(11) > C(10) > C(9). Direct competition experiments, pairwise or between all 3 alkanes, maintain this order as the longer alkanes sequentially displace the shorter ones. The distribution of species with time provides a clock for this complex system, which combines elements of self-sorting phenomena and dynamic combinatorial chemistry. The clock can be stopped by replacing the alkanes with the superior guest 4,4'-dimethylazobenzene, then restarted by irradiation.

subject areas

  • Alkanes
  • Capsules
  • Dimerization
  • Ethers, Cyclic
  • Kinetics
  • Models, Molecular
  • Molecular Conformation
  • Resorcinols
  • Thermodynamics
scroll to property group menus

Identity

International Standard Serial Number (ISSN)

  • 0002-7863

Digital Object Identifier (DOI)

  • 10.1021/ja302669y

PubMed ID

  • 22548529
scroll to property group menus

Additional Document Info

start page

  • 8070

end page

  • 8073

volume

  • 134

issue

  • 19

©2021 The Scripps Research Institute | Terms of Use | Powered by VIVO

  • About
  • Contact Us
  • Support