MAY SECTION MEETING: 50, 60, 70 YEAR MEMBER RECOGNITION AND DELAWARE SECTION AWARD
Speaker: Mary Watson
Saturday, May 18th
1 pm - Reception
2 pm - Award presentation
3 pm - Presentation - Mary Watson
DuPont Country Club
1001 Rockland Rd, Wilmington, DE 19803
Cost: $10/person, free for awardees and their guest - RSVP online
Amines enjoy a privileged place in the heart of organic chemists. Alkyl amines are widely available, and easily prepared in high enantiomeric purity. In addition the amino group (NH2) can be carried through multi-step syntheses in protected form, and enables straightforward purification. These features are well appreciated in the use of alkyl amines for the preparation of nitrogen-containing products, including a plethora of natural products and medicines. We are expanding the toolkit of reactions of alkyl amines by developing cross-coupling reactions via cleavage of their carbon–nitrogen bonds. Capitalizing on the robust methods to prepare enantiopure benzylic amines, we have developed stereospecific cross-couplings of benzylic ammonium salts to deliver highly enantioenriched diaryl and triaryl alkanes, as well as benzylic boronates. This method was the first example of either an enantioselective or stereospecific cross-coupling of a benzylic electrophile with an arylboronic coupling partner.
Recognizing the abundance of primary alkyl amines with unactivated alkyl groups (not benzylic, allylic, or strained), we have also developed cross-couplings of Katritzky pyridinium salts. These reactions efficiently convert alkyl amine derivatives into alkyl arenes, and provide new opportunities for the use of amines in synthesis. Our method is the first example of the cross-coupling of an alkyl amine derivative in which the C–N bond is not electronically or strain-activated. We have also extended this chemistry to cross-couplings of benzylic pyridinium salts to enable transformation of benzylic amino groups to aryl or vinyl substituents. Our more recent work with new coupling partners and new classes of alkyl pyridinium salts will also be presented.
Essential Workplace Skills for STEM Industry Professionals
In Person | Tuesday, June 18, 2019 | Philadelphia, PA
Learn how to present your data more effectively to management, organize and run effective meetings, work more readily and successfully across age groups, and manage projects more quickly and effectively. This workshop is ideal for early-to-mid-career industry chemists and STEM professionals with up to 10 years of work experience.