기관회원 [로그인]
소속기관에서 받은 아이디, 비밀번호를 입력해 주세요.
개인회원 [로그인]

비회원 구매시 입력하신 핸드폰번호를 입력해 주세요.
본인 인증 후 구매내역을 확인하실 수 있습니다.

회원가입
서지반출
A Mechanistic Study on the Nucleophilic Addition Reactions of Benzylamines to the Activated Olefins
[STEP1]서지반출 형식 선택
파일형식
@
서지도구
SNS
기타
[STEP2]서지반출 정보 선택
  • 제목
  • URL
돌아가기
확인
취소
  • A Mechanistic Study on the Nucleophilic Addition Reactions of Benzylamines to the Activated Olefins
  • A Mechanistic Study on the Nucleophilic Addition Reactions of Benzylamines to the Activated Olefins
저자명
Oh. Hyuck-Keun
간행물명
Bulletin of the Korean Chemical Society
권/호정보
2008년|29권 6호|pp.1195-1198 (4 pages)
발행정보
대한화학회
파일정보
정기간행물|ENG|
PDF텍스트
주제분야
기타
이 논문은 한국과학기술정보연구원과 논문 연계를 통해 무료로 제공되는 원문입니다.
서지반출

기타언어초록

Kinetic studies of the additions of benzylamines to a noncyclic dicarbonyl group activated olefin, methyl $alpha$-acetyl-$eta$ -phenylacrylates (MAP), in acetonitrile at 30.0 ${^{circ}C}$ are reported. The rates are lower than those for the cyclic dicarbonyl group activated olefins. The addition occurs in a single step with concurrent formation of the $C_alpha$ -N and $C_eta$ -H bonds through a four-center hydrogen bonded transition state. The kinetic isotope effects ($k_H/k_D$ > 1.0) measured with deuterated benzylamines ($XC_6H_4CH_2ND_2$) increase with a stronger electron acceptor substituent ($deltasigma$ X > 0) which is the same trend as those found for other dicarbonyl group activated series (1-4). The sign and magnitude of the cross-interaction constant, ρXY, is comparable to those for the normal bond formation processes in the $S_N2$ and addition reactions. The relatively low ${Delta}H^ eq$ and large negative ${Delta}S^ eq$ values are also consistent with the mechanism proposed.