Accession Number:

ADA289813

Title:

New Tetraarylborate and Ethyldibutylstannane Reagents.

Descriptive Note:

Doctoral thesis,

Corporate Author:

AIR FORCE INST OF TECH WRIGHT-PATTERSON AFB OH

Personal Author(s):

Report Date:

1994-12-01

Pagination or Media Count:

186.0

Abstract:

The scope of this investigation focused on two separate goals. The first was to develop a synthesis for potential cation exchange resins containing tetraarylborate anions. The second was to investigate stereochemical aspects of the hydrostannation of alkynes using a polymer bound dibutyl2-3- AND 4-ETHYLPHENYLETHYLtin reagent. A convenient synthesis of triphenylboron was achieved by covalently attaching the triarylboron to commercial macroreticular polystyrene beads Amberlite XE-305. This new synthesis was achieved in fewer synthetic steps than previously reported synthetic schemes. Synthesis of a trithiophenylboron supported on commercial polystyrene was also achieved using the same method established for the tetraphenylborate species. The second area of research focused on organostannanes used for radiolabeling which had been previously investigated by Kabalka et al. , who showed that terminal alkynes may be reacted with polymeric dibutyl2-3-ETHENYLPHENYLETHYLtin hydrides to form a polymer bound alkenyldibutylstannane. This polydibutyl2-3- AND 4-ETHENYL- PHENYLETHYLtin was reacted with radioactive iodine to yield radioiodinated alkenes for use in medical imaging. Both E- and Z-alkenes were synthesized by this method. This present work focus on the stereochemical aspects of the hydrostannation using a series of macroreticular polymers. The ratio of E- to Z-alkenes were comparable to solution chemistry reactions. jg

Subject Categories:

  • Polymer Chemistry
  • Inorganic Chemistry
  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE